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Avogadro Chem Point

Classification of organic compounds:


Organic compounds

Open chain compound Closed chain comp


or acyclic or cyclic
C C C
C C C C, C C C, C C C
C C C
Open chain compound cyclic compound

Homocyclic Hetercyclic
Unsaturated compound Saturated C C C O
compound
H2C CH2 + H2 CH3 — CH3
Alkane = Parafin C C C C
CnH2n+2
Chain contains Chain is made up of C and
Alkene Alkyne Para + affinis only C. other atoms
CnH2n CnH2n-2 little reactive

C C C C

Homocyclic Heterocyclic

Alicyclic Aromatic Alicyclic Aromatic


Those comp.which resemble (Benzoid) O (nonBenzoid)
alkane(all bonds are single bonds)
OH H2C CH2
H2
C Cyclic ether N
pyridine
H2C CH2
Naphthalene

I.U.P.A.C Nomenclature :
Sec - Prefix + Pri. Prefix + Word root + Pri.suffix + Sec.suffix

Side chain Used to No. of. C atoms Nature of C chain Functional group
alkyl group differentiate present in the (saturated/Unsaturated)
substituent cyclic comp. compound ane/ene/yne
from acyclic
one
Word root: it indicate the no of C- atom present in an organic compound
No of Carbon Word Root
1 Meth
2 Eth
3 Prop
4 But
5 Pent
6 Hex
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Chapter: ORGANIC CHEMISTRY
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7 Sept
8 Oct
9 Non
10 Dec
11 Unidec
12 Dodec
13 Tridec

Primary suffix: this part of organic compound is used to indicate the nature of carbon chain

Secondary suffix: secondary suffix is used to indicate the presence of functional group

Functional group Name of Functional group Sec. suffix


Oic acid
SO3H Sulphonic acid Sulphonic acid
O O Acid anhydride oic anhydride
C O C
O Ester oate
C O
O acid halide Oyl halide
C X
O acid amide amide
C NH2

O Ketone one
C

Primary prefix: it is used to differentiate cyclic compound from acyclic compound.


In cyclic compound, prefix cyclo is used.
CH3 CH2 CH2 CH2 H2C CH

Butyl
H2C CH2

Example: cyclobutyle

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Chapter: ORGANIC CHEMISTRY
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Secondary prefix: it is used to indicate the side chain (alkyl group) or some functional groups like
florine, chlorine, bromine, iodine,
F ,

Cyclopropyl
Phenyl

n- Alkane:
It is used when all the carbon atoms are present in straight chain
n-Butane n-Pentane
n-Hexane n-Heptane
Iso – alkane: when one methyl is present in the second carbon.
Note: Start from 4- carbon
CH3 CH3
Iso-butane
Iso-pentane
CH3
CH3
Iso-hexane
Iso-nonane
Note:
CH3 CH3 CH3

CH3 C CH2 CH CH3


not isooctane
CH3 isooctane(exception)
only IUPAC naming possible

Neo-alkane: when 2 methyl group are present at 2nd C


Note: it start from 5 Carbon
CH3 CH3 CH3

CH3 C CH3 CH3 C CH2 CH3 CH3 C CH2 CH2 CH3

CH3 CH3 CH3

Neo-pentane Neo-Hexane Neo-heptane

Alkyl group: When one hydrogen atom is removed from alkane, the remaining part is called alkyl
group.
Alkyl group general formula:
Alkane →
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Chapter: ORGANIC CHEMISTRY
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H H H H H H
H—C—H —H —H
H—C— H—C—C—H H—C—C—
H H H H H H
Methane Methyl Ethane Ethyl

CH3 CH2 CH2

1° 2° 1° normal propyl (n)


CH3 — CH2 — CH3
CH3 CH CH3
Note: n-alkyl and iso-alkyl is
used for 3 carbon atom sec-propyl(isopropyl)
n- propyl alcohol Isopropyl alcohol
CH3 CH CH3

OH
Types of alkyl group obtained from saturated hydrocarbon:
n-alkyl: If hydrogen is removed from n- alkane, , we get n- alkyl
Note: it is used from 3-C atoms
n- alkane →
Example:
1° 2° 1° 1° 2° 2° 1°
CH3 — CH2 — CH3 CH3 — CH2 — CH2 — CH3 — CH2 — CH2 — CH3 CH3 — CH2 — CH2 — CH2 —
n-propane n-propyl n-butane n-butyl

Secondary alkyl: it is obtained from n- alkane, when from 2nd carbon, is removed
n-alkane→
1° 2° 1° 2° 2° 1°

CH3 — CH2 — CH3 CH3 — CH — CH3 CH3 — CH2 — CH2 — CH3 CH3 — CH2 — CH — CH3
n-propane sec-propyl or iso-propyl n-butane sec-butyl

1° 2° 2° 2° 1°
CH3 — CH2 — CH2 — CH2 — CH3 CH3 — CH2 — CH2 — CH — CH3
n-pantane sec-pentyl
1° 2° 2° 2° 2° 1°
CH3 — CH2 — CH2 — CH2 — CH2 — CH3 CH3 — CH2— CH2 — CH2 — CH — CH3
n-hexane sec-hexyl
OH NH2
CH3 — CH — CH3 CH3 — CH — CH3
sec-propyl alcohol sec-propyl amine
or iso-propyl alcohol or iso-propyl amine

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Chapter: ORGANIC CHEMISTRY
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OH NH2
CH3 — CH2 — CH2 — CH — CH3 CH3 — CH2 — CH2 — CH — CH3
sec-pentyl alcohol sec-pentyl amine
OH NH2
CH3 — CH2— CH2 — CH2 — CH — CH3 CH3 — CH2— CH2 — CH2 — CH — CH3
sec-hexyl alcohol sec-hexyl amine

Tertiary alkyl group: this group is obtained when is removed from iso- alkane
1° CH3 CH3
CH3 CH3 1° 3° 2° 1°
1° 3° 1° CH3 CH CH2 CH3 CH3 C CH2 CH3
CH3 CH CH3 CH3 C CH3
Iso-pentane
Iso-butane
tert-pentyl
tert-butyl (t.Bu)

CH3 CH3
CH3 — CH2 — CH2 — CH — CH3 CH3 — CH2 — CH2 — C — CH3

iso-hexane tert.hexyl
CH3 CH3
CH3 — C — CH3 CH3 — CH2 — C — CH3
OH OH
tert.butyl alcohol tert.pentyl alcohol
CH3
CH3 — CH2 — CH2 — C — CH3
tert.hexyl alcohol OH
Iso- alkyl: this group is obtained when is removed from iso- alkane.

CH3 CH3 CH3 CH3

CH3 — CH — H CH3 — CH —
iso-propane iso-propyl
Iso-butane Iso-butyl (sec. butyl)
CH3 CH3
10 10 10
CH3 — CH — CH2 — CH3 CH3 — CH — CH2 — CH2
X iso-pantane iso-pantyl or 3 methyl butyl
Note: for iso-alkyl, methyl group should be present at 2nd last carbon and hydrogen have to remove from 10 carbon
CH3 CH3
CH3 — CH — OH CH3 — CH — NH2
iso-propyl alcohol iso-propyl amine
CH3 CH3
10 10
CH3 — CH — CH2 — CH2 — Cl CH3 — CH — CH2 — Cl
iso-pantyl chloride or 3 methyl iso-butyl chloride
butyl chloride

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Chapter: ORGANIC CHEMISTRY
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Neo- alkyl: this group is obtained when is removed from neo- alkane.

At least 5 – C are requried


CH3 CH3 CH3 CH3

CH3 C CH3 CH3 C CH2 CH3 C CH2 CH3 CH3 C CH2 CH2

CH3 CH3 CH3 CH3


neo-pentane neo-pentyl neo-hexane neo-hexyl

CH3 CH3

CH3 C CH2 CH2 CH3 CH3 C CH2 CH2 CH2

CH3 CH3
neo-heptane neo-heptyl
CH3 CH3
10 10
CH3 — C — CH2 — CH2 — CH2 — Cl CH3 — C — CH2 — CH2 — Cl
CH3 CH3
neo-heptyl chloride neo-hexyl chloride
CH3
10
CH3 — C — CH2 — Cl
CH3
neo-pentyl chloride

n alkyl: it is obtained from n- Secondary alkyl: it is obtained Tertiary alkyl group: it is


alkane, If hydrogen is from n- alkane, when is obtained from iso- alkane when
removed, we get n- alkyl removed from 2nd carbon. is removed from iso-alkane

Iso- alkyl : it is obtained from iso- alkane when Neo- alkyl: it is obtained from neo- alkane, when
is removed from iso- alkane. is removed from neo- alkane.
Note: for iso-alkyl, methyl group should be
present at 2nd last carbon and hydrogen have to
remove from 10 carbon.

I.U.P.A.C Nomenclature of alkane:


a) First of all, select longest continuous carbon chain
C parent chain
C C C C
C C C C
Side chain C Parent chain
side chain C C Side chain
C
C C

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Chapter: ORGANIC CHEMISTRY
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b) If two chains having equal no of C. atom are there then select the chain in which maximum no of
side chains are present as the parent chain.
C C Side chain
Side chain
C C C C C C C C
Parent chain(8C)
C

C
Side chain
C
c) If two chains of equal no. of carbon in parent chain and with equal no. of side chains is possible
then select the chain in which side chain is present at lowest position as the parent chain.
Side chain

4 ' '
3 5 4 3' 2 '
1 2 1
6 Side chain
7
× 8
9
10
11
12
Parent chain
1 2 3 4 5 6 7 8 9 10 11 12
Side chain = 2 Right
1' 2' 3' 4' 5 6 7 8 9 10 11 12
Side chain = 2
d) If two side chains are present at equal position from both ends for the selection of parent chain
then alphabetical order is used for the selection of parent chain
7 6 5 4 3 2 1
C C C C C C C Parent chain
CH3 C2H5

Side chain
3 - ethyl - 5 - methylbutane
e) After the selection of parent chains numbering is done in parent chain in such a way that side-
chain get minimum no. this rule is called lowest locant rule. In old system of IUPAC
nomenclature, lowest sum of locant rule was applied but now- a- days, only longest locant rule is
applicable.
1 2 3 4 5 6 7 8 9 10
C C C C C C C C C C
10 9 8 7 6 5 4 3 2 1
CH3 CH3 CH3
2,7,8 - timethyl decane
Lowest sum rule:
2,7,8 = 17
3, 4, 9 = 16
According to lowest locant rule:2,7,8- trimethyl decane is correct name.

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Chapter: ORGANIC CHEMISTRY
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CH3 CH3
1 2 3 4 5
CH3 C CH2 CH CH3 2,2,4 - trimethyl pentane
5 4 3 2 1
CH3
Lowest sum rule:
2,2,4 = 8
2,4,4 = 10
According to both lowest
locant and sum rule
f) Number are separated by comma whereas number and name are separated by dash.
2,2,4- Trimethylpentane

g) First letter of name is always written in capital, there will be no space in in 2 1 suffix and word
root and also between word root and prefix
if two or more than two substituents are present then ‘di’ is used for 2, ‘tri’ for 3, ‘tetra’ for 4.
CH3 CH CH CH3
CH3 CH3
CH32 CH33
CH
CH3 C CH3 CH3 C CH3
2,3 - Dimethyl butane
CH33
CH CH33
CH
2,2 - Dimethyl propane 2,2 - Dimethyl propane
CH3 CH3

CH3 C CH CH3

CH3
2,2,3 - Trimethyl butane
h) If two or more than two different substituents are present then their names are arranged in
alphabetic orders.
C M E
Cl CH3 C2H5

CH3 CH CH CH CH2 CH2 CH3


1 2 3 4 5 6 7
2 - Chloro - 4 - Ethyl - 2 - Methyl heptane
i) If the side chain is complex, then numbering is also done in side chain and 1- no is given to that C
of side chain which is directly attached to the parent chain. In such case, the name of side chain is
written in bracket and alphabetic order di, tri is also considered

If substituted side chain is present then bis’ tris’ tetrakis is used in place of di, tri, tetra.

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Chapter: ORGANIC CHEMISTRY
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1 2 3 4 5 6 7 8 9
CH3 CH2 CH2 CH2 CH CH2 CH2 CH2 CH3

CH CH3

CH CH3

CH3

5 - (1,2 - dimethylpropyl) nonane

CH3

CH3 C CH3

CH3 CH2 CH2 CH2 CH2 CH CH CH2 CH2 CH2 CH2 CH2 CH3

CH CH3
6 - (1,1 - Dimethylethyl - 5 -
CH2 (1 - Methylpropyl)dodeane
CH3

CH3CH2Cl

CH3 CH2 CH2 CH CH CH2 CH2 CH3

CH2CH2Cl
4,5 - Bis - (Chloroethyle) octane
Note: in IUPAC system iso and neo are taken in the alphabetic order whereas tert. and sec are not
taken in alphabetic order.

Nomenclature of alkene and alkyne:


First select longest chain containing double or triple bond.

CH3

CH2 CH CH CH CH2 CH2 CH2 CH3


1 2 3 4 5 6 7 8
3 - Methyl oct- 1 - ene
a) After the selection of parent chain, numbering is done in such a way that double bond or triple
bond get minimum possible number
b) If double bond and triple bond both are parent in compound, then numbering is done according
to lowest locant rule.

Hex – 1 – ene – 4 – yne Hex -4 ene -1- yne


c) If double bond and triple bond both are present at similar position from both ends then
preference is given to double bond

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Chapter: ORGANIC CHEMISTRY
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1 2 3 4 5 CH3 CH3
CH2 CH CH2 C CH
1 2 3 4 1 2 3
Pent- 1 - en - 4 - yne CH2 C CH2 CH3 CH2 CH C CH3
2 - Methyl but - 1 - ene
C2H5
4 5
3,3 - Dimethylpent -1 - ene
CH3 Cl Br
1 2 3 4 5 CH3
But – 2 -yne
CH3 C C CH CH3 C C CH CH CH3
1 2 3 4 5 6
4 - Methylpent - 2 - yne 5 - Bromo - 4 - Chlorohex - 2 - yne
Q1) Give IUPAC name of the following:
a) CH3 CH CH3 CH3

CH3 b) CH3 C CH2 CH3


CH3
c) CH3 CH CH CH3 d) CH3 CH CH CH2 CH3

CH3 CH3 CH3 CH3


e) CH3 CH CH CH2 CH3 f) CH3 CH2 CH CH2 CH CH2 CH3
C2H5 CH3 C2H5 CH3
g) CH3 CH2 CH2 CH CH2 CH2 CH3 i) CH3 CH2 CH CH2 CH CH3

CH3 C CH3 C2H5 C2H5

CH3
h) CH3 CH2 CH2 CH CH2 CH2 CH CH2 CH3

CH3 C CH3 CH3 C CH3


CH3 CH3

Q2) Write the IUPAC Name of the following:

a) CH3 CH C CH3 b) CH3 CH2 CH CH CH3

CH3
c) CH3 C C CH CH3 d) CH3 CH CH CH2 CH CH CH3

CH3 CH3 CH3


e) CH3 CH CH CH2 CH2 CH CH2 CH2 CH2 CH3

CH2 C CH2
CH3
f) C2H5 C C C2H5 CH3
C2H5 C2H5 g) CH3 CH C C CH
CH3 CH3
h) CH C CH CH CH3 i) CH C CH2 C CH

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Chapter: ORGANIC CHEMISTRY
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j) CH2 C CH CH2 k) HC C CH2 CH2 CH CH2

CH3

Nomenclature of compounds with functional group:


Carboxylic acid: (oic acid) always give no 1 to carboxylic acid.
Always give no. 1 to carboxylic acid
HCOOH( Methanoic acid) CH3 Cl O
4 3 2 1
CH3 1 3
C CH2 COOH 2
CH3COOH(Ethanoic acid) 4 OH
CH3 Br
CH3CH2COOH(Propanoic acid) 3,3 - Dimethylbutanoic acid 2 - Bromo - 3 - Chlorobutanoic acid

CH3 CH3 C C CH CH COOH


6 5 4 3 2 1
But -2 – enoic acid CH3 C C C COOH Hex - 2 -en - 4 - ynoic acid
5 4 3 2 1
2 - Methylpent - 3 - ynoic acid
Cl 2 3 2 1
CH3 CH CH3 CH2 COOH
2 1
Cl C COOH
1COOH
Cl 2 - Methylpropanoic acid
2,2,2 - Trichloroethanoic acid
2 - Phenylethanoic acid

NO2 CH3 1COOH CH3


6 5 4 3 2
CH3 CH CH CH CH CH2 CH3 CH3 CH2 CH CH CH COOH
4 3 2 1
Br 2 - MethylHex - 3 enoic acid
4 - Bromo - 2 - Ethyl - 3 - Methyl - 5 - Nitro hexanoic acid
Aldehyde: (

Cl O Cl O 1CHO
1 1 4
3 3 2 2 3
2 CH3 CH CH2 CH3
4 H 4 H
2 - Methylbutanal
Br Br
2 - Bromo - 3 - Chlorobutanal 2 - Bromo - 3 - Chlorobut - 2 - enal
1CHO 1CHO CH3
2 3 4 5 6 2 3 4 5 6
CH3 CH CH CH CH CH3 CH3 CH CH CH CH CH3 CH3 CH CHO
2 - Methylpropanal
CH3 CH3
2,5 - Dimethylhex- 3 - enal 2,5 - Dimethylhex- 3 - enal

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Chapter: ORGANIC CHEMISTRY
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NO2 Cl C2H5

CH3 CH C CH CHO
5 4 3 2 1
Br
3 - Bromo - 3 - Chloro - 2 - ethyl - 4 - nitropentanal
Alcohol: (
Minimum possible no should be given but not chain terminating
3 2 1 1 2 3 OH
CH3 CH2 CH2 OH CH3 CH CH3
Propan - 1 - ol CH3 C CH3
OH
Propan - 2 - ol CH3
2 - Methyl propan - 2 - ol
OH 3 1
2
CH3 CH CH2 CH3 OH
Butan - 2 - ol 3 - Methyl butan - 1 - ol

Thio alcohol: ( sulphonic acid:

Propan -1- thiol Propan -1- sulphonic acid

ketone: (
O O O

CH3 C CH3 CH3 C CH2 CH3 CH3 CH2 C CH3


Propanone Butanone Butanone
O O O Cl
CH3 C CH2 CH2 CH3 CH3 CH2 C CH2 CH3 CH3 C CH CH CH3
Pentane - 2 - one
Pentan - 3 - one Br
4 - Bromo - 3 - chloropentane - 2 - one

Cyanide: (
3 2 1 2 1
CH2 CH CN CH3 CN
prop - 2 - ene nitrile Ethane nitrile
Br CH3 2 3 4
4 CH3 CH CH2 CH3
3 2 1
3 2 1 CH3 CH CN
5 CN 1CN
2 - Methyl propane Nitrile 2 - Methyl butane nitrile
Cl
2 - Bromo - 3 - chloro - 4 - methyl pentane nitrile

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Chapter: ORGANIC CHEMISTRY
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Ester : (R’-COO-R) : Alkyl alkanoate
R’ can be H or can be alkyl group but R always alkyl group
O O

H C O CH3 CH3 C O CH3


2 1
Methyl methanoate Methyl ethanoate
O CH3 O

CH C O C2H5 CH3 CH CH2 C O CH3


2 3 1
Ethylethanoate methyl - 3 - methyl butanoate
O CH3 Br O

CH3 CH CH2 C O C2H5 CH3 C CH CH C O CH2Cl


4 3 2 1 5 4 3 2 1
Chloromethyl - 2 - bromo - 4 - methyl pent - 3 - enoate

Ethyl - 3 - Phenyl butanoate


O 2 3 Cl
O 2 3
CH3 1 4
C O Cl 1
CH3 C O

4 – chloro phenylethanoate
3 - chloro phenylethanoate

Cl
O

CH3 C O

2 - Chlorophenylethan - oate

Amine : (1 minimum possible no should be given but no chain terminating.


CH3 CH CH3
Propan -1- amine
NH2
Propan - 2 - amine

Amine:

Amine:
CH3 CH2 N CH3 CH3 CH2 CH2 CH2 N CH3

CH3 C2H5
N,N - Dimethyl ethan amine
N - Ethyl - N - Methylbutan - 1 - amine

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Chapter: ORGANIC CHEMISTRY
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CH3
CH3 CH2 N
CH3 CH CH2 N CH3
CH3
C2H5 N - Ethyl - N - Methyl Benzene amine
N - Ethyl - 2,N - dimethylpropane - 1 - amine

Acid amide: Alkanamide

O O CH3
3 2 1
H C NH2 CH3 C NH2 CH3 C CONH2
Ethan amide
Methaan amide
CH3
2,2 - Dimethyl propan amide
O Cl O
1 CH3
3 2 3C CH2
2
C
1
NH2
4 NH2
C2H5
2,3 - Dimethylbutanamide 3 - Chloro - 3 - Methyl pentan amide

2 amide: N-alkyl alkan amide


O O

CH3 C NH CH3 CH CH CH C NH CH3


2 1 4 3 3 2 1
N- methyl methan amide CH3
3, N- dimethyl butan amide

3 amide:
O O

CH3 C N CH3 CH CH CH C N CH3


4 3 3 2 2 2 1
CH3 C2H5
N,N - Dimethyl ethan amide
N – ethyl – N – methyl butan amide

CH3 O CH3 O

CH3 CH CH2 C N CH3 CH3 CH CH2 C N C3H7

C2H5 C2H5
N - ethyl - 3 - methyl -N - propylpentan amide
N – ethyl – 3, N – dimethyl butan amide

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Chapter: ORGANIC CHEMISTRY
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Acid halide: Alkanoyl halide
O O O

CH CH C Cl
CH3 C Cl 2CH3 1C Br
3 3 2 1
Ethanoyl chloride
Ethanoyl bromide CH3
2 - Methyl propanoyl chloride
CH3 O O Br O

Cl Cl Cl
But - 2 - enoylchloride
C2H5 3 - Bromo - 4,5,5 - trimethylhexanoylchloride
2 - Ethyl - 3 - methylbut -2 - enoylchloride
Acid anhydride:
O O
( C O C )
O O O O

H C OH P2O5 H C CH3 C OH -H2O CH3 C


O H2O + O
H C OH
H C H C OH H C
O O O O
Methanoic anhydride Ethnoic methonic
anhydride
O O Cl Cl O

CH3 C OH CH3 C CH3 CH COOH CH3 CH C


-H2O O -H2O
+ + O
CH3 C Cl
CH3 C OH CH2 CH2 COOH
Cl CH2 CH2 C
O
O Ethanoic anhydride 2 Chloropropanoic O
3 Chloropropanic
- Anhydride
O O
CH2 COOH
COOH C CH2 C
O CH2 COOH O
C CH2 C
Succinic acid
COOH
O Butan - 1,4 - dioic acid O
Benzene - 1,2 - Dicarboxylic acid Pthalic anhydride or Succinic anhydride
Benzene - 1,2 - Dicarboxylic acid Butan - 1,4 - dioic anhydride
anhydride

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Chapter: ORGANIC CHEMISTRY
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I.U.P.A.C Nomenclature of compounds having 2 or more than 2 similar functional groups:
CH2 OH Ethane - 1,2 - diol CH2 OH

CH2 OH (Glycol) CH2 OH propane - 1,2,3 - triol

CH2 OH [Glycerol or Glycerine]


OH OH H2N CH2 CH2 NH2
Ethane - 1,2 - diamine
CH2 CH CH CH2 CH2 CH3

OH
Hexane - 1,2,3 - triol
If 3 or more than 3 similar carbon containing functional group are directly attached to a carbon
chain then functional groups are treated as side chains and numbers are not given to functional
group
COOH CHO CN

HOOC CH CH CH2 COOH CHO CH2 CH CH2 CHO CN CH2 CH CH2 CN


1 2 2 3 1 2 3 1 2 3
Propan - 1,2,3 - tricarboxylic acid Propane – 1,2,3 tricarbaldehyde Propane 1, 2, 3-tricarbonitrile
CONH2

CONH2 CH2 CH CH2 CONH2


1 2 3
Propane 1, 2, 3-tricarboxy amide

Q3) Write the IUPAC name of the following:


OH CH3
a) CH3 CH CH2 b) CH3 C CH2 CH2 OH
CH3 CH3
OH OH d) CH3 CH CH CH2 CH CH3

c) CH3 C C CH3 OH C2H5 C2H5

CH3 CH3
e) CH3 CH C CH2 OH f) CH3 CH CH CH CH3

CH3 OH
OH h) CH C CH C CH3
g) CH3 C C CH CH3 OH

CH3 CH3

Q4) Write the IUPAC name of the following:


a) CH3 CH2 COOH b) CH3 CH2 CH2 COOH

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Chapter: ORGANIC CHEMISTRY
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CH3 CH3

c) CH2 CH C CH2 COOH d) CH2 CH C C CH COOH

CH3
COOH COOH

e) HOOC CH2 CH CH2 COOH f) HOOC CH COOH


COOH h) CH3 CH2 CHO
g) HOOC CH2 CH COOH
i) CH3 CH2 CH2 CHO CHO
j) OHC CH2 CH CHO
O O
k) CH3 C CH2 CH3 l) CH3 C CH CH2
O O O
m) CH3 C C CH3 n) CH3 C CH2 CH2 CH3

I.U.P.A.C Nomenclature of organic compound containing 2 or more than 2 different functional


group:

Functional group Sec suffix perfix


oic acid carboxy
( carboxylic acid) if more than 2
are attached to c directly
Sulphonic acid sulpho
O O oic anhydride ---------------
(carboxylic anhydride
C O C
O oate Alkoxy carbonyl or alkanoyloxy
C O R
O Alkanoyl halide halocarbonyl
(carboxyl halide)
C X
Amide carbamoyl
(carbon amide)
Nitrile cyano
(carbonitrile)
al Oxo/ formyl/ aldo
(carbaldehyde)
one Oxo/ keto
ol Hydroxy
Thiol mercapto
Amine amino

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SH OH O

CH3 CH CH CH CHO CH3 C CH2 COOH


5 4 3 2 1
3 - oxobutanoic acid
NH2 3 - Ketobutanoic acid
3- Amino- 2- hydroxy -4 – mercapto pantanal
CHO
Pentane -1, 5 - dinitrle
CH3 CH2 CH CH2 COOH
3 - Formylpent anoic acid
CN CHO

CN CH2 CH CH2 CN CHO CH2 CH CH2 CHO


1 2 3
Propane – 1,2,3 - tricarbonitrile
Propane – 1,2,3 tricarbaldehyde
CHO
CHO
OHC CH2 CH CH2 COOH
4 3 2 1
CH3 CH2 CH CH2 COOH
5 4 3 2 1 3,4 – diformyl butanoic acid
3- formyl pentanoic acid

OHC CH2 CH2 CH2 COOH


5 4 3 2 1
5 – oxo pentanoic acd
5 – oxo pentanoic acid
4- formyl butanoic acid

O
O
CH3 C CH2 CH2 OH
OH C OH
4 – hydroxyl butan – 2 - one
Hydroxy methanoic acid

OH CH2 CHO
2 1 O
2 - Hydroxy ethanal
H2N C OH

Amino methanoic acid


NH2 CH3

CH3 CH C C CH COOH

SH OH
5- amino - 2 - hydroxyl - 4 - mercapto - 3 - methylhex - 3 - enoic acid

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Q5) Write the IUPAC name of the following
a) CH3 CH2 CH CH2 CHO b) OHC CH2 CH2 CH2 CN
OH
c) CH3 CH2 C COOH CH3
O d) CH3 C C CH3

OH O
e) CH3 CH2 CH C CH CH COOH f) CH3 CH2 C CH2 CHO

OH O O
g) CHO CH2 C CH2 COOH h) H3C CH CH2 C CH3

O OH O
I) H3C CH CH2 CH CH3 j) HOOC CH CH COOH
NH2 OH OH OH
k) OHC CH2 CH2 C COOH
O
Q6) Write the IUPAC Name.

a) b) CN c)

d) e) Cl H f) Cl CH CH2 OH

Cl
I.U.P.A.C Nomenclature of cyclic compound:
In cyclic compound, cyclo word is used

Cyclopropane Cyclobutane
Cyclohexane
3 3
4 2 4 2

5 1 5 1
cyclohexene
6 6
Cyclohexa-1,4-diene Cyclohexa - 1,3 - diene

If substituents are present then numbering is done according to lowest locant rule
If lowest locant rule is not applicable, then alphabetic order is used for numbering.
CH3 CH3 Cl
3 3 3
2 2 2
1 CH3 1 1
CH3 C2H5 Br
1,1,3 - Trimethlcyclohexane 1 – ethyl – 3 – methyl cyclo 1 – bromo – 3 – chloro
hexane cyclohexane

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If no of C- atom in ring are more or equal than the side chain then ring is taken as present chain
but if no of C- atoms in side chain are more than the ring then the ring is taken as side chain.
CH2 CH3 CH2 CH2 CH3 CH3 CH CH2 CH3

Parent Chain Parent Chain


Side Chain
Ethylcyclopropane propylcyclopropane 2 - Cyclopropylbutane

If unsaturation is present then apply these sub-rules:


a) ring is unsaturated, side chain is saturated then ring is taken as parent chain.
CH2 CH2 CH2 CH3
CH2
2 3

1
3 - Pentylcyclo - 1 - ene
b) ring is saturated, side chain is unsaturated, then side chain is taken as parent chain.
CH2 CH2 CH2

3 - Cyclobutyl prop -1- ene


c) if both are unsaturated, then maximum unsaturated part is parent chain
2
1 CH CH CH CH2
3

4 6
5
1- (cyclohex -3 – enyl) buto – 1,3 - diene

d) if both are unsaturated and no of unsaturation is same then part with maximum no of C- atom
is parent chain.

e) if unsaturation is same and carbon atoms are also same then cyclic chain is always taken as
parent chain.
4 CH CH CH CH2
3 5 CH CH CH CH2
1 2 3 4 4 1
2 6
1 3 2
5(Buta – 1,3 – dienyl) cyclohexa – 1,3 diene 1 - (Buta - 1,3 - dienyl)
Cyclobuta - 1,3 - diene
Brackets have to be used in complex side chain

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CH3 — CH — CH2 — CH2 — CH3 CH3 — CH — CH2 — CH2 — CH3

2 - Cyclopropyl pentane
CH3
2 - (2 - methylcyclopropyl)pentane

if ring is unsaturated and also contain substituents then numbering is given accn to unsaturation
and if unsaturation and functional group are present then numbering is done accn to functional
group
CH3 OH
3 1
2 4 Cl 2 6

1 3 5
4 - Chloro - 3 - Methylchlorohex - 1-ene 4
Cyclohex - 2- en -1 - ol

if side chain contains functional group then parent chain is side chain.
3 2 1 CH2 CH2 COOH
CH2 CH2 COOH

Cl
3 - cyclo pentyl propanoic acid 3 - ( 3 - chloro cyclopentyl) propanoic acid

If functional group present in cyclic chain is treated as parent chain. If functional group is
present in both then priority order of functional group is used to decide parent chain.
CH2 CH2 CH3 CH2 CH2 CH3
OH OH

parent chain
2 - propylcyclopentan - 1 - ol

if cyclo alkyl group is connected to benzene then benzene is taken as parent chain

Cyclopropyl benzene Cyclohexyl benzene

Cyclobutyl cyclo hexane


Cyclohexyl cyclohexane

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Chapter: ORGANIC CHEMISTRY
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if two or more than two cyclic rings are connected to open chain compounds then open chain is
taken as parent chain.
1 2
CH2 CH2 2 1
CH2 CH2
1,2 - Dicyclo propyl ethane
1 - Cyclobutyl - 2 - Cyclopropyl ethane
if carbon containing functional group are directly connected to cyclic ring then special names are
used for functional group.
CHO CN COOH

Cyclo pentane carbonitrile Cyclopentane carboxylic acid


Cyclohexane carbaldehyde
CH2 COOH COOH 2 1
1 CH2-COOH
2
1, 2,
3
4 3,
2-Cyclopentylethanoic acid ,
COOH 4
Cyclo hexane 1,4 dicarboxylic acid COOH
2 - (4 - carboxy cyclohexyl ethanoic acid

Structure representation of organic compound


Complete structural formula (graphic or displayed formula): in this representation of organic
compounds, all the bonds b/w all atoms are indicated by lines.
H H H
| | |
CH3 CH3 H—C—C—H CH3 OH H — C — OH
| | |
H H H H H
| |
CH2  CH  CH2  NH2 H—C—C—C N
H—
| | |
H H H
Bond line structure formula: it is a simple, short and convenient method of representing organic
molecules. In this method, carbon- carbon bonds are show by lines drawn in a zig-zag fashion and
carbon atoms by line ends and intersections. A single bond is represented by single line ( ), a double
bond by two parallel lines (=) and a triple bond by three parallel lines ( ). Although carbon atoms are
not shown but all atoms other than carbon and hydrogen atoms such as oxygen, nitrogen, halogen, etc.
are show on the zig- zag line. Further, it is assumed that each carbon on the line end or intersection is
attached to required number of hydrogen atoms.
OH H

O O

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Chapter: ORGANIC CHEMISTRY
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O O OH

NH2
N
O
O O
NH2
CH3 C CH CH3
OH
OH
Cl O Cl O

CH3 — CH — CH2 — C — OH
OH

O O OH
OH
CH3 — C — CH3 CH3 CH CH3

CH 3 O O
CH NH2 — C — NH2
CH 2 CH 2 NH2 NH2
Urea
H H
C
C CH2 CH2 CH2
CH2 CH2
CH2
CH2 CH2 CH
CH2 CH2 2
C C
H
H

H H H
H
C C
H C C
C C
C C H
H H
H
H

CH3  CH  CH  CH3 CH3 CH3


C C
CH3 CH3

CH 3  C  C  CH 3  CH 3  CH 2  CH  CH 2

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Chapter: ORGANIC CHEMISTRY
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1 2 3 1 2 3 4 5
CH2 C C CH2 CH2 CH C CH CH3
CH3 CH3 C 2H 5

1 2 3 4 1 2 3 4 5 6

O O

CH3 CH2 CH2 C OH


OH

Condensed formula: In this representation of organic compound, the repeating unit are represented in
brackets and the number of repeating time is represented in subscript. Side chain and substituents are
also represented in brackets.
CH CH3

CH3
Cl CH3
CH3 C CH2 CH3 CH3 C CH3 (CH3)4C
OH CH3
 CH3  CH2 3 CH3
CH3 — CH2 — CH2 — CH2 — CH3  CN — CH2 — CH2 — CN (CN)2(CH2)2

CH3
CH3 CH C CH2 CH3 CH3
CH3 OH

CH3 CH CH2 CH3 CH3

CH3 CH3 C

CH3
Q7) Expand each of the following condensed formula into their complete structured formula.
a)
b)
c)
d)

Q8) For each of the following compound, write a condensed formula and also their bond line formula.
a) CH3CHCH2OH b) CH3CH2CH2CH2CH2CHCH2CHO

CH3 Br
OH
c) HOCH2CH2CH2CH(CH3)CH(CH3)CH3 d) N C CH C N
Q9) Write the bond line notation and name of the following and complete structured formula:
a)

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Chapter: ORGANIC CHEMISTRY
Avogadro Chem Point
b)
c)
d)
e)
f)
g)
h)
i)
j)
Q10) Expand each of the following bond line formula to show all the atom including carbon atom and
hydrogen.
a) b) c) d)
OH
Q11) Write bond line formula for Isopropyl alcohol, 2,3 di methyl butanal , Heptan- 4- one
Q12) Give condensed and bond line structured formula and identify the functional group present if any,
a) 2,2,4 – trimethylpentane
b) 2 –hydroxy – 1,2,3 – propane tricarboxylic acid
c) Hexane1,6 dial.

Nomenclature of aromatic compound


Aromatic compound consist of two part
NO2 side chain

Nucleus

 If the functional group is directly attached with benzene ring they are named as derivative of benzene
according to IUPAC Name.
CHO COOH

Benzaldehyde Benzoic acid


 If the functional group is attached with side chain of benzene ring, they are named as phenyl derivation
of aliphatic compound.
2 1
H2C COOH

2-Phenyl ethanoic acid

Note: There are no special rules for naming of aromatic compound.


are always treated as
prefix of benzene.

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Cl NO2 OCH3 CH3

Nitrobenzene methyl benzene


Chloro benzene Methoxy benzene
or anisole

Always apply priority order of functional group and lowest locant rule
COOH OH OH
1
2

OH Cl
3-Hydroxybenzenecarboxylic Phenol 3-Chlorophenol
acid
OH OH Cl

Cl NO2 NO2 Cl

(o-Dichlorobenzene)
Br
NO2 1,2-dichlorobenzene)
2,4,6-Trinitrophenol (picric acid)
4-Bromo-2-Chlorophenol
Cl NH2 OCH3

Chloro benzene Aniline or benzene amine Methoxy benzene


or amino benzene or anisole
CH3 Cl

Br
Methylbenzene 1-Bromo-3-Chlorobenzene
(Toluene)
Important common name:
O
OH CH3 NH2 COOH CHO OCH3 C CH3

Phenol Toluene Aniline benzoic acid benzaldehyde anisole acetophenone

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Chapter: ORGANIC CHEMISTRY
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Q13) Write the structured formula of
a) –
b)
c)
d) – – – –

ISOMERISM: those compounds which have some molecular formula but different physical and
chemical properties are known as isomers. This is phenomena is known as isomerism
Example: Butane
C4H10

CH3 CH2 CH2 CH3 CH3 CH CH3

CH3
(n-butane) isobutane
Butane 2-methylpropane
Higher boiling pt. lower boiling pt.
Butane and isobutene are isomers of each other

ISOMERISM

Constitutional or structural Conformational or rotational Configurational or stereoisomerism


isomerism Isomerism
a) Optical isomerism
b) Geometrical isomerism
Chain isomerism
position
Metamersim
Functional isomerism
Ring chain isomerism
tatutomerism
Structural / constitutional isomerism: Structural isomerism are those compounds which have same
molecular formula but different structural formula i.e. different connectivity of atoms.
a) Chain isomerism: chain isomerism has same molecular formula but different no. of C- atoms in parent
chain. This isomerism arises due to different length of carbon chain.
Note: for chain isomerism, minimum 4 C- atom required.

CH3

CH3 CH2 CH2 CH3 CH3 CH CH3


(n-butane) isobutane
Butane 2-methylpropane

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CH3 CH3

H3C CH2 CH2 CH2 CH3 CH3 CH CH2 CH3 CH3 C CH3

CH3
n-pantane isopantane neopantane
pantane 2-methylbutane 2,2-dimethylpropane

CH3
1) CH3 CH2 CH2 CH2 CH2 CH3 4) CH3 C CH2 CH3
(6C)
CH3
CH3
(4C)
2) CH3 CH CH2 CH2 CH3
CH3 CH3
(5C)
5) CH3 CH CH CH3
CH3
(4C)
3) CH3 CH2 CH CH2 CH3
(5C)
1 and 2 chain 1 and 3 chain 1 and 4 chain 1 and 5 chain

2 and 3 Position 2 and 4 chain 2 and 5 chain

3 and 4 chain 3 and 5 chain


4 and 5 position
:
CH3

1) H3C CH2 CH2 5) CH3 C CH2 CH2 CH3


CH2 CH2 CH2 CH3
(7C) CH3 (5C)
2) CH3 CH CH2 CH2 CH2 CH3
CH3
CH3 (6C)
6) CH3 CH2 C CH2 CH3
3) CH3 CH2 CH CH2 CH2 CH3 (5C)
CH3
(6C)
CH3
CH3 CH3

4) CH3 CH2 CH CH2 CH3 7) CH3 CH CH CH2 CH3


(5C) (5C)
CH2
CH3
Chain: 1 & 2, 1&3, 1&4, 1&5, 1&6, 1&7, 1&8,
CH3 CH3 CH3 CH3 position: 2 & 3
9) CH3 CH3 8) CH3 CH CH2 CH CH3 Chain: 2&3, 2&4, 2&5, 2&6, 2&7, 2&8,
C CH
Chain: 3&4, 3&5, 3&6, 3&7, 3&8,
CH3 (4C) (5C)
position: 4&5, 4&6, 4&7, 4&8
4,5,6,7,8 are are chain with 9

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Chapter: ORGANIC CHEMISTRY
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Chain isomerism in alkene: in writing the chain isomers for the alkenes, the position of the double
bond is may be same or different but length of chain should must be different. For example, chain
isomers of molecular formula and are shown below:

Butene Pantene

CH2 CH CH2 CH3 CH2 CH CH2 CH2 CH3


(4C)
(5C)
CH3 CH3

CH2 C CH3 CH2 C CH2 CH3


(3C) (4C)

Chain isomerism in alkynes: In alkynes, chain isomerism is shown by the compounds with five or
more carbon atoms. For example, the molecular formula represents the following two chain
isomers.
Pantyne CH3

CH C CH2 CH2 CH3 CH C CH CH3

(5C) (4C)

b) Position isomerism: position isomers have same molecular formula but different structural formula due
to different position of substituent, functional group or multiple bonds (double and triple bonds).

CH3 CH2 CH2 Cl CH3 CH2 CH2 OH

C3H7Cl C3H7OH

CH3 CH CH3 CH3 CH CH3

Cl OH
CH2 CH CH2 CH3 CH C CH2 CH3
C4H8 C4H6
CH3 CH CH CH3 CH3 C C CH3
Butene Butyne
CH3 CH3 CH3
CH3

CH3
CH3
O-xylene M-xylene P-xylene
1,2-dimethylbenzene 1,3-dimethylbenzene 1,4-dimethylbenzene

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OH OH OH
OH

OH
OH
Catechol Resorcinol quinol
1,2-dihydroxybenzene 1,2-dihydroxybenzene 1,2-dihydroxybenzene
Note: in alkane, position and chain isomerism cannot exist together. If two isomers are chain
isomers then they cannot be positional isomers and vice versa. Because if the position of alkyl group is
changed then parent chain maybe changed.
Chain isomer of Butane:
CH3

CH3 CH2 CH2 CH3 CH3 CH CH3


(n-butane) isobutane
Butane 2-methylpropane

Chain isomer of Pentane:


CH3 CH3

H3C CH2 CH2 CH2 CH3 CH3 CH CH2 CH3 CH3 C CH3

CH3
n-pantane isopantane neopantane
pantane 2-methylbutane 2,2-dimethylpropane
Chain isomer of Hexane:
CH3
1) CH3 CH2 CH2 CH2 CH2 CH3 4) CH3 C CH2 CH3
(6C)
CH3
CH3
(4C)
2) CH3 CH CH2 CH2 CH3
CH3 CH3
(5C)
5) CH3 CH CH CH3
CH3
(4C)
3) CH3 CH2 CH CH2 CH3
(5C)
1 and 2 chain 1 and 3 chain 1 and 4 chain 1 and 5 chain

2 and 3 Position 2 and 4 chain 2 and 5 chain

3 and 4 chain 3 and 5 chain


4 and 5 position
# Note: in case of alkene and alkyne both position and chain isomerism can exist together.
Pantene
1) CH2 CH CH2 CH2 CH3 2) CH3 CH CH CH2 CH3
(5C) (5C)

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Chapter: ORGANIC CHEMISTRY
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CH3 CH3 CH3
3) CH2 C CH2 CH3 4) CH2 CH CH CH3 5) CH3 C CH CH3
(4C) (4C) (4C)
1 and 2 position 2 and 4 chain, position
1 and 3 chain 2 and 5 chain
1 and 4 chain 3 and 4 position
1 and 5 chain, position(position of = bond change) 3 and 5 position
2 and 3 chain, position 4 and 5 position

Functional group isomerism: - Organic compound which have same molecular formula but different
functional group is known as functional isomer. This phenomenon is called functional isomerism.
Aldehyde and ketone [Formula; ] Alcohol and ether [Formula ( )]
O O CH3 CH2 OH H3C O CH3

CH3 C CH3 CH3 CH2 C H Ethanol methoxy methane

propanone Propanal
minimum 2 carbon need as ether is with minimum
2 carbon
minimum 3 carbon need as ketone is with
minimum 3 carbon
Carboxylic acid and ester Cyanide and isocyanides
O

CH3 COOH H C O CH3


Methyl cyanide methyl isocyanides
Ethanoic acid methyl mthanoate

minimum 2 carbon need as ester formation need


minimum 2 carbon.

c) Metamersim: - compounds have same molecular formula but different structures due to different nature
of alkyl groups on both side of same functional group.
Since Metamers have same functional group so metamers cannot be functional isomers. i.e metamers
and functional isomers cannot exist together
Note: alkene and alkyne do not show Metamersim according to new definition.
compound should be hetero nuclear i.e at least one different atom other than C should be also present
like N or O
ether, thio ether, ketone, ester, acid anhydride,

O S O O O O

C C O C O C
NH N O O

C NH C N

Example of metamers:
Example of metamers:

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Chapter: ORGANIC CHEMISTRY
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1) ether, thio ether, 20 Amine
H
R O R' R S R' R N R'

at least 4 carbon are necessary


1 2 3
CH3 O CH2 CH2 CH3 Note: if alkyl group is saturated then diffrent nature of alkyl group
1C 3 means diffrent no of carbon in alkyl group
2 then 1 and 2 are not metamers
CH3 O CH CH3 3C
but 1 & 2 is position isomer
1 CH3 Note: in metamerism, chain and position isomer is common
CH3 CH2 O CH2 CH3 1&2 no metamers
1&3 metamers
2&3 metamers
2C 2C
Q: How many metamers are possible with formula ?

ans: 3
Actually 3 is right answer because according to formula ( ) it have 3 metamers as we see
above. But according to structure there are 2 metamers of each other.
CH3 O CH CH CH3
nature of alkyl
group changed
CH3 O CH2 CH CH2 so metamers

Q: How many metamers are possible with formula ?

ans: 6
1) H3C O CH2 CH2 CH2 CH3 5) CH3 CH2 O CH2 CH2 CH3
CH3 CH3

2) H3C O CH CH2 CH3 6) CH3 CH2 O CH CH3


CH3

3) H3C O CH2 CH CH3


1&2 no 2 & 3 no 3 & 4 no 4 & 5 yes 5 & 6 no
1&3 no 2 & 4 no 3 & 5 yes 4 & 6 yes
CH3 1&4 no 3 & 6 yes
2 & 5 yes
1&5 yes 2 & 6 yes
4) H3C O C CH3
1&6 yes
CH3

CH3 S CH2 CH2 CH3 CH3 NH CH2 CH2 CH3

CH3 S CH CH3 CH3 NH CH CH3

CH3 CH3

CH3 CH2 S CH2 CH3 CH3 CH2 NH CH2 CH3

1&2 no metamers 1&2 no metamers


1&3 metamers 1&3 metamers
2&3 metamers 2&3 metamers
2) ketone & 30 amine havinf atleast 5C can show metamerism

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O
CH3 C CH2 CH2 CH3
O
total 3 metamer of formula C4H10O
CH3 C CH CH3
u.f =1
CH3
1&2 no metamers
O 1&3 metamers
2&3 metamers
CH3 CH2 C CH2 CH3

1) Types of bond fission:


Homolytic bond Fission: It is symmetrical distribution of Heterolytec fission
electrons b/w two atoms therefore it generate free radicals. It is unsymmetrical distribution of s
hv b/w two atoms therefore it generates
Cl Cl Cl + Cl cation & anion.
hv polar
H3C CH3 CH3 + CH3 CH3 Cl CH3 Cl
medium
hv It is mainly favoured in polar medium.
H3C Cl CH3 + Cl
it is favored in some specific condition
i) In gaseous phase reactant & reagent
ii) In presence of light
iii) At high temp.(greater than C)
iv) In presence of peroxide
v) In non – polar medium
Reaction intermediate:- Heterolytic and homolytic fission result in the formation of short lived
fragment called reaction intermediate.
Reactant → intermediate → product

2) Type of intermediate:
In any chemical which is completed in more than one step, intermediate is prepared but when is
completed in one step only transition state is prepared, not intermediate.
No. of transition state = no. of steps:
No. of intermediates = no. of steps - 1
T.S T.S1
R P Heat T.S2
Heat T.S3
R I.M1
P I.M2
P
Path R
single step reaction
path
3 step mechanism

Two step mechanism

Reaction intermediated:

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(1) Carbocation: C – atom having 6 valence (all six are bonded) & having positive charge on it.

+
SP2 , trigonal planar, diamegnetic
C
Three bonds lie in the same plane and empty orbital lie to perpendicular plane
Q1) The total no electrons in is Q2) The no. of paired electrons in is
i) 6 (i) 6
ii) 8 (ii) 8
iii) 4 (iii) 4
iv) 3 (iv) 3

Q3) The total no of valance electrons in is Q4) The total no of paired valance electrons in is
(i) 6 I) 6
(ii) 8 II ) 8
(iii)4 III ) 4
(iv) 3 IV ) 3
Exception – Acylium cation is not carbocation because it is sp hybridised
CH3 C+ O CH3 C O+
Acylium cation
(not carbocation) more stable as octate of all completed
(2) Carbanion: C – atom having 8 valence (3) Carbon free radical:
electrons (6 bonded, 2 unbounded) & negative C – atom having 7 valence electrons (6 bonded &
charge on it 1 unbonded & zero charge on it)
Carbon free redical:

C this electron is in
H H C · unhybridized p orbital
H
sp3, pyramidal, diamegnetic (7e–)
SP2 , planar, paramegnetic
Q5) The unbonded of methyl radical is present in
i) s
ii) p
iii)
iv) sp

3) Types of regent:
Reagent is the organic/ inorganic substance which reacts to form product.
Reactant + reagent Product

CH4 + Cl2 h CH3Cl + HCl

Main Product
Reactant
Reagent side product
1st reagent: Electrophile (E+): Electron loving species or L.P acceptor i.e (Lewis acid)
a) all positively charged species having incomplete octate or expandable octate

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Eg. H+, Cl+, Br+, I+, CH3, NO2, H3C CH2 H3C C CH3

CH3
PCl4 complete octate but having extandable octate due to presence of vacant d orbital

b) neutral electrophile:
 having incomplete octate (vacant p orbital)
group 2 group 13 d block compound due to vacant 4p and 4 d orbital
BeH2 BF3,BCl3, BBr3, BI3,B2H6, BH3,
ZnCl2, FeCl3 ,FeCl2
AlCl3,
 Having vacant d orbital
group 14 group 15 group 16 group 17

SiCl4 PCl3,PCl5 SO2, SO3,SF2,SF4,SF6, ClF3, BrF3,IF5,IF7,


Note: CO2 is also electrophile

O C O O C O HCO3-

OH-
if central atom is joined with high E.N element by multiple bond then substance behave as L.A
For Ex: CO2, NO2

C
CH3 H methyl free radical is not a electrophile as it cannot accept
H a lone pair of electron.
H

Nucleophile (nu–): electron donar [Lewis base]


a) negatively charged species:

Cl, Br, I, F, CN, SCN, OH,SH, NO2, NO3,NF2, CH3COO, C2H5O, RO


BH4 BF4 not acts as L.B as L.P not at central atom
b) neutral charged species having L.P
NH3, PH3, PCl3, H2O ROH, R O R R S R R NH2 R2 NH, R3N
Q14) Identify the reagent shown in bold as nucleophile or electrophile.
a)
b)
c)

Q15) What are electrophiles and nucleophiles? Explain with examples.

Q16) Identify as electrophile and nucleophile.

Q17) Identify the electrophilic centre.

Q18) Using curved arrow notation show the formation of reactive intermediate when following
covalent bond undergoes heterolytic fission.
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a)
b)
c)

Q19) For the following bond Cleavage, use curved arrow to show the electron flow and classify each as
hemolysis or heterolysis, identify reactive intermediate produced as free radical, carbocation and
Carbanion.
(a) CH3O OCH3 CH3O + OCH3 (b) O + OH O + H2O

E
(c) (d)
Br + Br + E

Electronic effect (or electron displacement effect): For chemical reactions, there should be
attraction b/w molecules and for attraction, opposite charges are required.
Charges are created due to displacement of and are displaced due to some internal or external
effect.
Internal / Permanent effect: Permanent effect means charges are permanently present either there
is any reaction or not.
These are present in form of polarities means partial charge and this is permanent.
 
CH3 F
Charges are produced in permanent effect is due to
 Inductive effect
 Resonance or mesomeric effect.
Some other permanent effects are also possible but these are not directly related to polarity
 Hyper-conjugation
External / temporary: Charges are created in neutral molecule in presence of reagent. These are
complete charges these are temporary.
H+
H2C CH2 H3C CH2+
 Electromeric effect
1st Electronic displacement:
Inductive effect: in organic compound, covalent bond is formed by the mutual sharing of electron b/w
two similar atoms or dissimilar atoms. After the bond formation, shared pair of bonded electron are
partially shifted towards more electronegative atom.

Inductive effect:-The process of displacement of electrons along the chain of carbon atoms due to the
presence of an electron donating or electron withdrawing group at one end of the chain is called
inductive effect.
Note: Only sigma bond is shifted in inductive effect
    
CH3 > CH2 > CH2 > CH2 > Cl

least acidic H most acidic H

There are two type of inductive effect:

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a) b) –

effect:- If the substitute attached to the end of the carbon chain is electron donating which loose
toward a carbon atom, the effect is called + I effect. (no effect after 3rd cabon)
   
C < C < C < CH3 (+I-effect)

– effect: - If the substitute attached to the end of the carbon chain is electron withdrawing which
withdraw the e- away from a carbon atom the effect is called –I effect.
   
< <  < 
C C C X (-I-effect)

Application of inductive effect:


a) Acidic strength of alcohol
b) Acidic character of carboxylic acid
c) Stability of carbocation
d) Stability of carbanion
Rule: more will be charge on reaction intermediate (cation or anion), more will be reactivity & less will
be it’s stability.

Acid character of carboxylic acid: acids are those compounds which give H+ ions when dissolved in
water
RCOOH RCOO- + H+
more more
acidic stable
Arrange the following in decreasing order of acidity:
CH3 CH3

HCOOH CH3COOH CH3CH2COOH CH3 — C — COOH CH3 — CH — COOH


(A) (B) (C)
CH3 (D)
(E)

Cl Cl F NO2
CH3 — COOH Cl CH2 COOH Cl CH COOH Cl C COOH F C COOH NO2 C COOH
Cl F NO2
(A) (B) (C) (D) (E) (F)

CH3 CH2 CH2 COOH CH2 CH2 CH2 COOH H3C CH CH2 COOH CH3 CH2 CH COOH

Cl Cl Cl
(a) (b) (c) (d)

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CF3 COOH CCl3 COOH CBr3 COOH CI3 COOH
(a) (b) (c) (d)

CCl3 COOH CHCl2 COOH CH2Cl COOH CH3 COOH


(a) (b) (c) (d)

F Cl Cl F Cl F
CH3 CH CH COOH CH3 CH CH COOH CH3 C CH2 COOH CH3 CH2 C COOH
b F c Cl
a d

COOH
COOH

O COOH O O

Acidic strength of alcohol:


ROH RO- + H+
more more
acidic stable
Those alcohol whose anion is more stable, can easily loose H+ ion and thus will be more acidic.
Q: arrange the following in decreasing order of Q: arrange the following in decreasing order
acidic strength? of acidic strength?
NH2 CH2 CH2 OH NH2 CH2 CH2 O CH3 CH3

CH3 C OH CH3 C O
F CH2 CH2 OH F CH2 CH2 O
CH3 CH3
CH3 CH2 CH2 OH CH3 CH2 CH2 O
CH3 CH3

CH3 CH OH CH3 CH O
Stability order of acid will be same as stability
order of anion. CH3 CH2 OH CH3 CH2 O
Rule 1: more will be charge on reaction
intermediate (cation or anion), more will be CH3 OH CH3 O
reactivity & less will be it’s stability.

Note: less –ve at Oxygen , more will be acidic OH


Q: arrange the following in decreasing order of
acidic strength?
CH2 CH2 CH2 OH CH2 CH2 CH2 O
F F

CH3 CH CH2 OH CH3 CH CH2 O


F F

Stability of carbocation:

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a) if (+) I group is present in carbocation then they decreases + ve charge by donating the electron density
toward +vely charged carbon and hence increases the stability of carbocation.
b) If (– I) group is present in carbocation then they increase the +ve charge by withdrawing the electron
density and hence decreases the stability of carbocation.
+ I group ses the stability of carbocation
- I group ses the stability of carbocation

Stability of carbocation
H H CH3 CH3

<

<
H—C CH3 —
> C CH3 —
> C CH3 —
> C

<
H 1 +I H 2 +I H CH
(ii) (iii) 3 +I (iv)3
(i)
I < II < III < IV Stability order
Cl
<

CH3 CH2
<

<

CH3 —
> C > Cl —
< CH2 —
<C
<
<

CH3 CH2
3(+I) chage 
<

Cl
3(–I) chage 
Stability of Carbonions. Carbonions are the species having – ve charge on carbon.
If (+) I group is present is present in carbanion, then it ses the – ve charge so the stability of
carbanion.
If (–) I group is present in carbanion then ses the –ve charge so the stability of carbanion.
+I group ses the stability of carbanion
-I group ses the stability of carbanion

Q: Which is more stable?


H H CH3 CH3
<

<

H — C: CH3 —
> C: — C:
CH3 > CH3 —
> C:
<

H 1+I H 2 +I H 3 +I CH3
(a) (b) (c) (d)
a>b>c>d
Cl
<

CH3 CH2
>

CH3 —
> C: < Cl —
< CH2 — C:
>

CH2
CH3
<

Cl

CH2 CH2 CH2 CH3 CH CH2


F F

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1> 2

CH2 CH2 CH2 CH3 CH CH2


F F
2 >1
 Hyper conjugation effect: is also known as ( – conjugation or – conjugation or No bond
resonance or Bakar – Nathen effect)
It is defined as delocalization of sigma bonded electron into orbital or p orbital since bond and
orbital or p orbital lies in different plane so its delocalization in orbital is difficult therefore
Hyperconjugation is less effective than resonance
 Hyperconjugation is possible only between two such C, out of which one is hybridized with atleast
one H atom and other is hybridized. It means hyperconjugation is possible in carbocation,
free radical, alkene, alkyne and alkyl benzene.
It is not applicable in carbanion due to hybridization.
H C C
sp2 or sp alkyne
sp3
(-carbon)
at least 1 H carbocation
free radical
alkene
alkylbenzene
 More will be no of , more will be hyperconjugative structure, therefore more will be stability of
carbocation , free radical, alkene and alkyne ( but more will be reactivity of alkyl benzene towards
electrophilic substitution.)
a) Hyper conjugation in carbocation: There is – or –p conjugation in carbocation
Due to conjugation, density of carbocation , so stability of carbocation
vacent /P orbital
H

 H
H+ H reso
hyper CH2 CH CH2+ CH2 CH CH2
H C C H C C
H sp2 sp2
H
H H
in the same plane
 carbon
sp2
sp3

not in the same plane so delocalization of e-


is difficult so overlapping is less effective
thanresonance
CH3

H3C C > CH2+

CH3
no overlapping so inductive is least effective
Note:

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H + H H
H
+
 H — C — CH2 +
H—C CH2 H  C CH2  H — C CH2
+
H H H
H
 Note: No of hyper conjugation structure stability

Q: why hyperconjugation is also known as no bond resonance?
H
 H H+ H
hyper
H C C H C C
H H
H H
-H+ no condition for resonance

H
H C C

H H
now resonance possible as condition for resonance is fullfilled since this is occure when H dissociate it's bond
and create the possibility of resonance that's why it is called no bond resonance
stability of carbocation

CH3
  
H3C C CH3 CH CH3 CH3 CH2 CH3

CH3

  

1 > 2 > 3 >4 (according to + i effect)


1 > 2 > 3 >4 (according to hyper effect)
stability of carbocation
CH3
   
CH3 CH2+ CH3 CH CH3 CH3 CH CH2+ H3C C CH2+
CH3 CH3
   
4 > 3 > 2 >1 (according to + i effect)
2 > 1 > 3 > 4(according to hyper effect)
hyper is dominant over inductive effect so 2nd answer is right
CH3 CH2 CH2+ CH3 CH2 CH2 CH2+
 
Hyper is same so now we will see inductive effect.
2>1

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Q: arrange the following in decreasing order of + I effect or electron donating tendency towards
benzene ring?
CH3 CH3

H3C C CH3 CH3 CH CH3 CH2 CH3

4>3>2>1

5 2 6 4 9 8

5 > 6 > 3 > 1 > 4 >2


+ CH3 CH3
CH2 CH3 CH3

1 7 3 4 4
2>4>5>3>1 hyper same then see inductive
b) Hyper conjugation in alkenes;
Note: like alkene, hyper-conjugation also take place in alkyne.
H

H C CH CH2 H+ + CH2 CH CH2

H
3H CH2 CH CH2

so more  H more will be resonance that's why we are saying that more  H in alkene,
more it is stable
Hyperconjugation is also called no bond resonance as resonance arise when Hydrogen dissociate it’s
bond

CH2 CH2 CH3 CH CH2 CH3 CH CH CH3 CH3 C CH CH3 CH3 C C CH3

CH3 CH3 CH3


0 3 6 9 12 
5 > 4 > 3 > 2 > 1[stability of alkene]

Hyper conjugation in Alkyl benzene


(Toluene best example)

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H H H+
H
c
H C H +
H C H H C H H C H+
sp2
sp2
: : :

Resonance
H H
+ +
H C H H C H

Q20) Question: Which of the following is more stable? :

Ans: According to inductive effect 1st is more stable but according to hyper-conjugation 2nd is more
stable as it has more and hyper-conjugation dominates.

Q21) Explain the term inductive effect and Electromeric effect .which electron displacement effect
explain the following correct order of acidity of carboxylic acid.
a)
b)
Ans:
a) The order of acidity is explained by of the chlorine atoms. Greater the magnitude of –
effect, easier will be the release of ion and stronger will be acid.
b) The order of acidity is explained by of the alkyl group atoms. Less the magnitude of
effect, easier will be the release of ion and stronger will be acid.

Q22) Which out of two or is expected to more stable and why.


Ans:
O2N < CH2 < CH2 < O
CH3 > CH2 > O
is more stable because group show – I effect and decrease the electron
density over oxygen atom and stabilize it. While group in show +I effect and increase
the electron density over oxygen and will destabilize it.

Q23) Which bond is more polar in following pair?


a)
b)
c)

Q24) In which bond of the inductive effect is appeared to be the least.


Q25) Why is trichloroacetic acid stronger acid than acetic acid?
Q26) Arrange the following according to increasing stability:
+ + + + +
(a) CH3CH2CH2CH2, (b) (CH3)CH2 (c) CH3CH2CH2, (d) CH3CH2CHCH3, (e) CH3CH2

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Q27) Arrange the following in increasing order of acidic strength:

Q28) What is hype conjugation? Which is the most stable among the following?
(a) CH3CH2, (b) CH3, (c) (CH3)3C, (d) (CH3)2CH
Q29) What is Carbanion? How is it formed? Which is the most stable among the following?

C2H5 and (CH3)2CH


Q30) Arrange the following in order of increasing acidic strength
(a)
(b)
(c)
(d)

2nd electronic displacement


Electromeric effect: - Defined as the complete transfer of a shared pair of electron to one of the
bonded atom in presence of attacking reagent. It is a temporary effect.
The organic compound having a multiple bond show this effect in the presence of attacking
reagent only.
Positive Electromeric effect (+E effect):- In this effect the electron of the multiple bond are transferred
to that atom to which attacking reagent get attached.
C C + H C C
reagent H

CH3 CH CH2 + H+ CH3 CH CH3

CH3 CH CH2 + H+ CH3 CH2 CH2

Negative Electromeric effect (- E effect):- In this effect, electron of the multiple bond are transferred
to that atom to which the attacking reagent does not get attached.
 O O
 C + CN C
CN

Q31) Electromeric effect is a temporary effect. Assign reason.


Ans: The Electromeric effect is noticed in the organic compounds containing multiple bond double
bond ( or ) or triple bond ( ) under the influence of the attacking reagent.
The moment the attacking reagent is removed, electron pair comes to its original position
forming multiple bond again. Therefore, Electromeric effect is a temporary effect.

Inductive effect Electromeric effect


1. It involves a permanent displacement of the 1.It involves a temporary transference of the
electron pairs in the molecule. electron pair towards more electronegative
atom in the molecule
2. In this effect, the displaced electron pair does 2.The electron pair which gets transferred

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not leave its molecular orbital. There is only leaves its orbital and taken up a new position.
a distortion in the shape of orbitals involved
in the overlap.
3. The presence of the outside attacking reagent 3.The presence of the outside attacking reagent
is not needed. is quite essential.
4. There is a partial separation of changes. 4.There is a complete separation of charges.
5. No ions are formed. 5.Ions are formed.
6. The presence of multiple bond is not 6.The presence of multiple bond is essential.
essential.
Resonance/ mesomeric effect:
Resonance: Resonance is defined as existence of more than one structure for same compounds due to
delocalization of .
 All such structures are completely hypothetical and are called canonical or resonating structures.
 Real structure is hybrid of all possible resonating structures. It is most stable structures of its
compound.
 More will be stability of resonating structure, more will be its contribution in hybrid structure
The no of most contributing resonating species in any charged species = no . of bonds in
conjugation +1
O O O O

 This effect is permanent effect.


 It is present in conjugated system.
 Conditions for resonance: Resonance is possible when conjugation is present in the molecule
Following types of conjugations are possible in C=C:

(1) C C C C (2) C C C Carbocation (3) C C C Carboanion


(6) C C BH3
(4) C C X lone pair (5) C C C free radicle
vacent p orbital

Resonating or mesomeric effect: Charges are created due to delocalization of electrons b/w
functional group and benzene ring or conjugated carbon chain. These charges are always present only at
alternate C- atoms and this effect is distance independent. Resonating effect remains same up to infinite
no of carbon but inductive effect became negligible after 4 carbons.

+ R / + M effect: It is delocalization of electrons away from the functional group and toward
benzene ring or conjugated system. Due to this effect – ve charges are created at alternate C atom.
..
..
CH2 CH — CH CH — NH2 CH2 CH— CH — CH NH2 CH2 — CH CH — CH NH2
– – +
(4) CH2 CH CH CH NH2
Rules for stability of non- equivalent resonating structures:

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Rule 1: resonating structures without charge is most stable

Rule 2: If resonating structures is having charge then structures with more numbering of covalent bonds
will be more stable [ as it have more no of atom with complete octate]

Rule 3 if number of covalent bonds are same in charged structures then the structures in which –ve
charge is present on more electronegative atom and +ve charge present on less electronegative atom will
be more stable.

Rule 4 If above 3 rules are same, then the structures in which opposite charge is present at minimum
distance will be more stable

CH2 CH CH CH NH2 CH2 CH CH CH NH2 CH2 CH CH CH NH2

  
CH2 CH CH CH NH2

Necessary condition for + R / + M effect: functional group attached with benzene ring or conjugated
system should have
 at least one lone pair
 negative charge
 Or can show hyper conjugation
Note: functional group should be single bonded.

CH2 CH CH CH OH CH2 CH CH CH OH CH2 CH CH CH OH


Actual structure:
  +
CH2 CH CH CH OH

Bond pair is more stable than L.P so L.P get delocalized.


All groups having lone pair show + R effect.
Cl Br I F NH2 NHR

NR2 O O H O CH3 O
OH
NH C CH3 O C CH3

Cl Cl Cl Cl

Chlorobenzene

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OH OH OH OH

phenol
– R / M effect : It is delocalization towards functional group away form C chain or benzene ring
it creates + ve changes at alternate C atoms.
H H O H O H
O O
C C C C

O O O

CH2 CH CH CH CH CH2 CH CH CH CH CH2 CH CH CH CH


O
 
CH2 CH CH CH CH

4 > 1> 2 > 3

Necessary condition for - R / - M effect: When a group withdraw electron from conjugated system
having
 = or
 +ve charge (vacant p- orbital on just attached element of functional group )
 No lone pair on directly attached atom.

O O O O O

—C—H — C — Cl — C — NH2 — C — CH3 — C — O — C2H5

O O — C N ,
O

— C — OH —N O — C — OCH3

Q32) Draw the resonating structure of


a) f)
b) g)
c) h)
d) i)
e)

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O O O O O O
O O
N N N N

CH3 CH CH CH O CH3 CH CH CH O

CH2 CH2 CH2 CH2

O O

H3C C H3C C

O O

I II III

CH3 CH CH CH2 CH3 CH CH CH2


Q33) Write the resonance structure of and arrange them in order to decreasing
Stability.

O O O

CH2 CH C H CH2 CH C H CH2 CH C H


1>2>3

Q34) Explain why alkyl groups act as electron donors when attached to a π system.
Ans: Due to Hyperconjugation, alkyl group acts as electron donors when attached to π system
Q35) Show how the following Carbanion is stabilized by resonance?
O

H2C C CH3

Resonance effect Inductive effect


a) It occurs in conjugated systems. a) It occurs in saturated compounds.
b) It involves the transference of the b) It involves the displacement of the
electrons. electrons.
c) It involves delocalization of electrons. c) It does not involves any delocalization of
electrons.
d) It does not undergo any change in charge d) It decreases as we move away from the atom
density with distance. involved in the initial polar bond.
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Stereo isomerism:-Organic compound which has same molecular formula but differ in arrangement of
atom or group of atom in space are called stereo isomer and this phenomenon is called stereo
isomerism.
But - 2 - ene:
1 1
H3C CH3 H3C H
2 3 2 3
C C C C
H cis H H trans CH3
Q36) What is relationship between the member the following pair of structure are they structure or
geometrical isomer or resonating structure?
O O D H D D
OH OH
(a) b) C C C C
H D H H (c) H C OH H C OH

Q37) What are hybridization states of each carbon atom in the following compound?
a)
b)
c)
d)
e)
Q38) In the organic compound the pair of hybrid orbital involved in
the formation of bond
a)
b)
c)
d)
Q39) Indicate the bond in the following molecule and also count the total no of the bond.
a)
b)
c)
d)
e)
Homologous series:-Defined as group of structurally similar compound all the member of which
contain the same functional group and any two adjacent member of which differ by group.
Ex

Q40) Draw formula for the first five member of each homologous series beginning with the following
compound
a) b) c)

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QUALITATIVE ANALYSIS OF ORGANIC COMPOUNDS

Detection of Carbon and Hydrogen: We have stated that carbon and hydrogen are the essential
constituents of all organic compounds. They can be detected in the laboratory as follows:
Principle: The pure and dry organic compound is heated strongly with dry cupric oxide in a hard glass
tube. As a result, carbon gets oxidized to carbon dioxide while hydrogen present is oxidized to water.

The presence of can be detected by passing the gas through lime water which becomes milky. The
water vapours are brought in contact with anhydrous (white) which gets hydrated to
(blue).

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Procedure: In order to detect carbon and hydrogen, a small amount of the pure and dry organic
compound is mixed with about double the amount of pure and dry cupric oxide in a hard glass tube.
The tube is fitted with a delivery tube having a bulb in the center. The other end of the delivery tube is
dipped in a tube containing lime water as shown in the Fig. The bulb in the delivery tube is packed with
anhydrous copper sulphate. Upon heating strongly, the organic compound undergoes oxidation to form
vapour and . Whereas the changes the colour of copper sulphate to blue, the turns
lime water milky.
In case, the compound contains sulphur in addition to carbon and hydrogen, then sulphur will be
oxidized to sulphur dioxide by cupric oxide. The gas will also turn lime water milky due to the
formation of calcium sulphite.

Q41) Discuss the chemistry of Lassaigne’s test.


Ans. This test is used for detecting N, S and halogen in a organic compound. In this test, the
element present in the compound are converted from covalent form into the ionic form by fusing the
compound with sodium metal.
During fusion following relation take place:
Carbon and nitrogen present in organic compound combine with sodium to form sodium cyanide.

Sulpher present in organic compound combine with sodium to form sodium sulphide

Halogen present in organic compound combine with sodium to form sodium halide

Cyanide, sulphide and halide so formed in sodium fusion are extracted from fused mass by boiling it
with distilled water. This is called sodium fusion extracted or Lassaigne’s extracted and this extracted is
used for test of nitrogen, sulpher and halogen.
b) Test for Nitrogen:-The sodium fusion extracted is heated with ferrous sulphate solution and a few drop
of ferric chloride solution is then added then acidified with dilute concentrated sulphuric acid. The

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formation of Prussian blue colour confirm the presence of nitrogen. The Prussian blue colour is due
to formation of Ferric ferrocyanide

c) Test for Sulpher:-


1stmethod: Lead acetate test: The sodium fusion extract ( is acidified with acetic acid and then a
few drop of lead acetate solution are added to it. Formation of black precipitate confirms the presence
of sulpher. The black ppt formed is due to formation of lead sulphide.

2nd method: Sodium nitroprusside test: - In sodium fusion extract ( , a few drop of sodium
nitroprusside are added. The appearance of violet coloration indicated the presence of sulpher.

d) Test for Halogen :-Silver nitrate test:


The sodium fusion extract is acidified with nitric acid and then treated with silver nitrate.

i. If a white ppt formed which is soluble in Ammonium hydroxide, then it show the presence of chlorine
in organic compound

ii. If a dull yellow ppt formed which is slightly soluble in Ammonium hydroxide show the presence of
Bromine in organic compound.

iii. If a bright yellow ppt formed which is completely insoluble in Ammonium hydroxide show the
presence of iodine in organic compound.

Q42) Why is nitric acid added to sodium extract before adding silver nitrate for testing halogens?
Ans: Function of nitric acid:-If Nitrogen or Sulpher is also present along with halogen in the organic
compound then it will interface with silver nitrate test for halogen.

Therefore the sodium fusion extract containing sodium sulphide and sodium cyanide along with sodium
halide is first boiled with concentrated Nitric acid. Nitric acid decompose sodium cyanide or sodium
sulphide formed during Lassaigne’s test to form vapour of . Which escape from solution.

Q43) Why is an organic compound fused with sodium for testing nitrogen, halogens and sulphur?

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Ans: On fusing with sodium, these elements present in the compound are converted into their sodium
salts and which are water soluble. From the solutions, these elements can be
detected by suitable tests.

Q44) It is not advisable to use sulphuric acid in place of acetic acid for acidification while testing
sulphur by lead acetate test. Assign reason.
Ans: Lead acetate will react with sulphuric acid to give white precipitate of lead sulphate. This will
interfere with the detection of the test for sulphur.

Acetic ( will not interfere in the detection of sulphur.

Estimation of element in a organic compound (Quantitative Analysis):- The % age composition of


element present in an organic compound is determined by the method based on the following principle.

For carbon and Hydrogen:

Q45) On complete combustion 0.246 g of an organic compound gave 0.198 g of carbon dioxide and 0.1014 g
of water, determine the % age composition of carbon and hydrogen.
Q46) of an organic compound forms of and of water on combustion.
Calculate the percentage of carbon and hydrogen in the compound.
Ans:
Q47) of an organic compound gave on combustion of and of . Calculate
the percentage of carbon and hydrogen in the compound.
Ans:
Q48) An organic compound gave the following results on analysis of the compound gave
of and of . Calculate the percentage of carbon and hydrogen in the
compound.
Ans:

For estimation of Nitrogen:- There are two method for estimation of nitrogen
a) Dumas method b) Kjeldahl’s method.

a) By Dumas method
Step I. Calculate of the volume of nitrogen at

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This can be calculated with the help of gas equation as follows:
Experimental conditions Conditions

Step II: calculation of percentage of nitrogen:

Q49) In Duma’s method of an organic compound gave of moist at and


pressure. If aqueous tension at calculate the percentage of nitrogen
in the given organic compound.
Ans:
Q50) An organic compound on analysis gave the following data:
(i) of the compound on complete combustion gave of and of water.
(ii) of the compound on analysis by Duma’s method gave of nitrogen at
Calculate the percentage of and in the compound.
Ans: (i) ,(ii) , (iii)

b) Kjeldahl’s method: An organic compound containing nitrogen heated strongly with conc. .
Due to heating the nitrogen present in organic compound is converted into ammonium sulphate. The
ammonium sulphate is then heated with excess of sodium hydroxide. The ammonia gas thus liberated is
absorbed in a known excess of a standard solution of acid whose molarity is known.

The volume of the acid left unused is determined by titrating it against a standard alkali solution
such as

Method for estimation of nitrogen by Kjeldahl’s method

Note:

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( )

Q51) 0.35g of an organic substance was KJeldahlised and the ammonia obtained was passed into 100
ml of of . The excess acid require 154 ml of for neutralization. Calculate the %
age of Nitrogen in the compound.
Ans:

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Q52) of an organic substance was heated with conc. and then distilled with excess of strong
alkali. The Ammonia gas evolved was absorbed in of which required
for neutralization at the end of process. Determine the %age of nitrogen in the Compound.
Ans: 14.54
Q53) A sample of of an organic compound was heated according to Kjeldash’s method. The Ammonia
evolved by absorbed in of . The Residual acid required of solution of
NaOH for neutralization. Find the % age of nitrogen in the compound.
Ans: 56%
Q54) During estimation of nitrogen present in an organic compound by Kjeldahl’s method, the Ammonia
evolved from of the compound in Kjeldash’s estimation of nitrogen, neutralized of
. Find out the % age of nitrogen in the Compound.
Ans: 28%

Calculation of Halogen: - By caries method

Q55) In caries method of estimation of halogen of an organic compound give . Find out
the % age composition of bromide in the compound. (Atomic mass of Ag = 108, Atomic mass of

Ans:

[ ]

Q56) 0.3780 gm. of an organic chloro compound, gave 0.5740g of silver chloride in caries estimation.
Calculate the % age of chlorine present in the compound. . (Atomic mass of Ag = 108, Atomic mass of

Ans:

Calculation of sulpher:- By caries method

Q57) In sulphur estimation, 0.157g of an organic compound gave 0.4813g of barium sulphate. Calculate the
% of sulpher in the compound?
Ans:
Q58) An organic compound contain 69% Carbon and 4.8% Hydrogen. The remainder being oxygen.
Calculate the mass of CO2 and water produced when 0.20 of this substance is subjected to complete
combustion.
Ans:
Q59) In the Lassaigne’s teat for nitrogen in an organic compound. The Prussian blue colour is obtained due
to the formation of:
(a) (b) (c) (d)

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Q60) Which of the following carbocation is most stable?
(a) (CH3)3C. CH2 (b) (CH3)3 C (c) CH3CH2 CH2 (d) CH3 CH CH2CH3

Q61) Identify the functional group in the following compound


NH2
CHO

(b)
(a) (c)

OMe
OH O OCH2CH2N(C2H5)2 CH CHNO2

Q62) Carbon tetrachloride does not give a white precipitate upon heating with silver nitrate solution. Is
it correct?
Ans: Yes it is correct. Carbon tetrachloride is a completely non polar covalent compound
whereas silver nitrate is ionic in nature. Therefore, they are not expected to react and a white precipitate
of silver chloride will not be formed.
Q63) Ethyne is a stronger acid than propyne. Explain.
Q64) What are and effects? Illustrate with one example of each.
Q65) Electromeric effect is only a temporary effect. Comment.
Q66) What is the state of hybridization of carbocation?
Q67) What is the effect of introducing an alky group on the stability of carbocation?
Q68) What is inductive effect? How does inductive effect help in explaining relative strengths of organic
acids?
Q69) What is the effect of introducing an alky group on the stability of a free radical?
Q70) Discuss the various conditions essential for resonance.
Q71) Define chain isomerism with example?
Q72) Define position isomerism with example?
Q73) Define functional isomerism with example?
Q74) Define Metamerism with example?

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