Wa0004.

(Organic Chemistry) STEREOISOMERISM
DPP-01
1. Match the column :
Column – I Column – II
(A) (P) cis
(B) (Q) trans
(C) (R) E
(D) (S) Z
2. Which will show geometrical isomerism –
(A) (B)
(C) (D)
3. Which of the following can show geometrical isomerism :
(A) (B)
(C) (D)
APNI KAKSHA 1
4. Which of the following is 𝐸 isomer :
(A) (B)
(C) (D)
5. Identify compound which can show geometrical isomerism :
(A) (B)
(C) (D)
6. Correct statement about given Ketoxime is –
(A) A is named as syn-p-tolyl phenyl ketoxime

(B) A is named as anti-phenyl-p-tolyl ketoxime
(C) Compound (A) is Z isomer
(D) Compound (A) is E isomer
APNI KAKSHA 2
7. Match the column:
(I) (II)
(III) (IV)
Column I Column II
(Statements) (Compound)
(A) Contains plane of symmetry (P) I
(B) Contains centre of symmetry (Q) II
(C) Can show geometrical isomerism (R) III
(D) Can show optical isomerism (S) IV
8. Simplest alcohol that can exhibit optical isomerism is :

(A) 1-propanol (B) 2-butanol (C) 2-propanol (D) 1-butanol
9. Which of the following compound(s) contains even number of chiral carbon :
(A) (B)
APNI KAKSHA 3
(C) (D)
10. Which of following compound(s) contains plane of symmetry :
(A) (B)
(C) (D) Hockey stick
APNI KAKSHA 4
DPP-02
1. Which of the following compounds can show geometrical \& optical isomerism :
(A) (B)
(C) (D)
2. Tetracyline is called a broad spectrum antibiotic because it active against a wide variety of
bacteria. How many chirality center does tetracyline have :
3. For the given compounds, select the correct statements :
(A) Compound I is optically inactive (B) Compound II is enantiomeric

(C) Compound I and II are non polar (D) Compound I and II are chiral
4. Which of the following statements are correct:
(A) (Chain isomer)
(B) (Position isomer)
(C) (Tautomers)
APNI KAKSHA 1
(D) (Enantiomer)
5. Among 1-heptanol, 2-heptanol, 3-heptanol, 4-heptanol, which of the following heptanols are
chiral :
(A) All are chiral (C) 2-heptanol, 3-heptanol & 4-heptanol
(B) 2-heptanol and 3-heptanol (D) 3-heptanol and 4-heptanol
6. Following compound can show :
(A) Optical isomerism (B) Geometrical isomerism

(C) Optical and geometrical isomerism (D) None
7. Correct statement about D-mannitol (in given form):
(A) C3 axis of symmetry (B) C2 axis of symmetry

(C) Centre of symmetry is present (D) 3-chiral centre are present
8. True statement(s) about this compound is(are) :
APNI KAKSHA 2
(A) It is E isomer (B) It is Z isomer
(C) It is optically active (D) It has Centre of Symmetry

Column I Column II
(A) Compound show geometrical isomerism (P)
(B) Compound shows optical isomerism (Q)
(C) Compound having plane of symmetry (R)
(D) Compound having centre of symmetry (S)
10. Which of the following compounds has(have) a stereoisomer that is a meso compound :
(A) 2,4-dibromohexane (B) 2,3-dibromobutane
7Y(C) 2,4-dimethylpentane (D) hexane-2,5-diol
APNI KAKSHA 3
DPP-03
1. (+)-mandelic acid has a specific rotation of 158∘ . What would be the observed specific rotation
of a mixture of 25%(−)-mandelic acid and 75%(+)-mandelic acid :
(A) +118.5∘ (B) −118.5∘ (C) −79∘ (D) +79∘
2. Which of the following compounds is(are) optically active :
(A) (B)
(C) (D)
3. Consider the following six structures:
APNI KAKSHA 1
How many stereochemical relationship are correct :
(a) I and II : distereomers (b) III and IV : distereomers
(c) II and III : enantiomers (d) I and V : distereomers
(e) IV and (VI) : enantiomers
4. How many of following compounds are chiral :

Column I Column II
(Compounds) (Properties)
(A) (P) Chiral
(B) (Q) Achiral
(C) (R) Meso
APNI KAKSHA 2
(D) (S) Compounds containing even number of
chiral Center
Paragraph for Q.4 to Q.6

Isomers which are non super-imposable mirror images of each other are called enantiomers.
All optically active compounds exhibit enantiomers. The stereoisomers which are not mirror
images of each other are called diastereomers. Enantiomers are always chiral molecules
whereas diastereomers may or may not be chiral, configuration of the compound having no
element of symmetry is always chiral. Chiral molecule may or may not contain chiral carbon.
6. Which of the following compounds are chiral :
(A) (B)
(C) (D)
7. Which of the following pairs are diastereomers :
(A) (B)
(C) (D) All of these
8. Correct statement about this compound is (are) :
APNI KAKSHA 3
(A) It shows geometrical isomerism (B) It posses centre of symmetry
(C) It posses plane of symmetry (D) It shows optical isomerism
9. Find the value of (𝑤 + 𝑧) − (𝑥 + 𝑦)

Total number of stereoisomer
(i) 1,2-dichlorocyclopropane = w
(ii) 1,3-dimethyl-cyclobutanes = 𝑥
(iii) 2-bromo-3-chlorobutane = 𝑦
(iv) 1,3-dimethyl cyclohexane = z
10. True statement about this compound (6,5) Coronane is(are) :
(A) It is having C3 axis of symmetry (B) It is having C6 axis of symmetry
(C) It is having S3 alternative axis of symmetry (D) It is having S6 alternative axis of symmetry
APNI KAKSHA 4
SOLUTION DPP-01
Link to View Video Solution: Click Here
1. Higher priority group are opposite side - Trans, E
Higher priority group are same side - Cis, Z
Higher priority group are opposite side - Trans, E
Higher priority group are same side - Cis, Z
2. (A,B,C)
(A) → will show geometrical isomerism
(B) → will show geometrical isomerism
(C) → will show geometrical isomerism
(D) → will not show geometrical isomerism
APNI KAKSHA 1
3. (A) Will not show geometrical isomerism
(B) Will not show geometrical isomerism
(C) Will not show geometrical isomerism
(D) Will show geometrical isomerism
4.
APNI KAKSHA 2
5. Geometrical Isomerism:-
(A)
will not show geometrical isomerism
(B)
will show geometrical isomerism
(C)
(D)
6.
7. (A) → (II)
(B) → (I)
(C) → (I), (II) & (IV)
(D) → (I), (II) ,(III) & (IV)
APNI KAKSHA 3
8. Simplest Alcohol to Exhibit optical Isomerism.
9. (A)
Number of chiral centre = 2
(B)
(C)
(D)
APNI KAKSHA 4
10. (A) Plane of symmetry Present
(B) Plane of symmetry Present
(C) Plane of symmetry Present
(D) Plane of symmetry Absent
APNI KAKSHA 5
SOLUTION DPP-02
1. Optical isomers are those which differ in their optical activity

Geometrical isomerism are those having restricted rotation and different group on terminal
carbon.
(A)
(B)
(C)
(D)
2. Tetracycline: - Total chirality Centre = 5
3. For the given compounds, select the correct statements :
(A) They are not optically inactive

(B) Not enantiomeric
(C) I is polar and II is non polar
(D) Compound is chiral
APNI KAKSHA 1
4. Which of the following statements are correct:
(A) (Chain isomer)- They are Chain isomer
(B) (Position isomer)- They are Position isomer
(C) (Tautomer’s)- They are Tautomer’s
(D) (Enantiomer)- They are Enantiomer
5. 1-heptanol -Not Chiral
2-heptanol -It is Chiral
3-heptanol -It is Chiral
4-heptanol -Not Chiral

Hence option B is correct.
6. It shows optical isomerism
APNI KAKSHA 2
7. C2 axis of symmetry
8.
-No Centre of Symmetry

-No Plane of Symmetry
-Optically active
-Cannot show E/Z as Group attach to Double Bond are same
9. (A) Compound show geometrical isomerism (P)
(Q)
(R)
APNI KAKSHA 3
(B) Compound shows optical isomerism (P)
(S)
(C) Compound having plane of symmetry (R)
(D) Compound having Centre of symmetry (R)
10. -No Plane of symmetry

Not an Meso compound
-Plane of symmetry present

so a Meso compound.
-No Plane of symmetry

Not an Meso compound
-Plane of symmetry
so these are Meso compound.
APNI KAKSHA 4
Solution DPP-03
1. Concentration of (– ) Mandelic Acid = 25%
Concentration of (+) Mandelic Acid = 75%
Excess of (+) Mandelic Acid = 75 − 25
= 50%
Obsened specific rotation ×100%
Enantiomeric Excess =
(.sp. rotation of pure (+)Enantiomer)
x
50 = 158 × 100.
x=+79
( Obsened specific rotation)
2. Optically Active Compound - A chiral compound is considered as optically active (which can
rotate Plane polarized light) and do not have plane of symmetry and centre of symmetry.
(A) Optically Inactive
(B) It is optically active
(C) It is optically active as they will align in mutually
perpendicular direction to reduce steric repulsion & it will

be Non-planar
(D) It is optically Inactive(meso)
APNI KAKSHA 1
3. correct statement - (a), (b), (c)
Enantiomer - are chiral molecule that are mirror images of one another & are non-
superimposable.
Diastereomers - are stereoisomers that are not mirror Images of one another and are non-
superimposable.
4. Chiral Compound – A Carbon having Four different valencies.
It is Chiral Compound
Not a Chiral Compound
APNI KAKSHA 2
5. (A) (B)
- even no. of chiral centre (=2) - No Plane of symmetry

- meso compound. - Achiral.
- Achiral. - even no. of chiral centre (=2)
(C) (D)
- chiral
- even no. of chiral centre (=2) - Achiral
- No Plane of symmetry - meso compound.
- even no. of chiral centre (=2)
6. (A)
- chiral (As carbon have 4 different Valencies)
(B)
- chiral Compound
(C)
- chiral Compound
(D)
- chiral Compound
APNI KAKSHA 3
7. (A)
They are enantiomer
(B)
They are Enantiomer
(C)
They are diastereomers
8.
→ It possess plane of symmetry
→ No centre of symmetry.
→ It will Show optical Isomerism
→ Show Geometrical Isomerism
APNI KAKSHA 4
9. (i) (w) Total= 3
(ii) (x) Total= 2 (No Chiral centre)
(iii) (y) Total = 22 ⇒ 4
(iv) (z) Total = 3
So, w + x + y + z ⇒ 12
3 + 2 + 4 + 3 ⇒ 12
10. → It has C3 Axis symmetry
Rotate By 60o & form a mirror image
So, S6 Alternating Axis of Symmetry
APNI KAKSHA 5
(Organic Chemistry) STRUCTURAL ISOMERISM
DPP-01
1. Which of following pairs of compounds are position isomers.
(A)
(B)
(C)
(D)
2.
Number of deutorium (D) present in final product obtained on prolong treatment with
NaOD/D2 O
(A) 6 (B) 9 (C) 10 (D) 5
3. The tautomerism having Keq more than 1.0
(A) (B)
(C) (D)
4. (a) How many alcohols are structural isomers with the formula C5 H12 O ?
(b) How many pair of metamer are possible for C5 H12 O.
5. Correct statements regarding compounds having molecular formula C5 H10 O is :

(A) It has four structurally isomeric aldehyde, all can show tautomerism
(B) It has four structurally isomeric aldehyde, out of four three can show tautomerism
(C) It has three structurally isomeric ketones, all can show tautomerism
(D) It has three structurally isomeric ketones, no one can show tautomerism
APNI KAKSHA 1
6. How many H (Hydrogens) will be replaced by D (Deuterium) in given compound when it is kept
in mild basic medium for a long time.
(A) 3 (B) 6 (C) 10 (D) 8
7. How many total number of structural isomers of C4 H6 Cl2 are possible having cyclic structures.
APNI KAKSHA 2
(ORGANIC CHEMISTRY) STRUCTURAL ISOMERISM
DPP-02
Q.1
Number of deutorium (D) present in final product obtained on prolong treatment with
NaOD/D2 O
(A) 6 (B) 9
(C) 10 (D) 5
Q.2 The tautomerism having Keq more than 1.0
(A) (B)
(C) (D)
Q.3 How many H (Hydrogens) will be replaced by D (Deuterium) in given compound when it is kept
in mild basic medium for a long time.
(A) 3 (B) 6
(C) 10 (D) 8
Q.4
(A) Position isomers

(B) Chain isomers
(C) Functional isomers
(D) Metamers
APNI KAKSHA 1
Q.5 Identify the correct relation between the following pairs of compounds.
Pair (I) Pair (II)
Pair (III)
(A) All Pairs I, II, III, are identical

(B) All Pairs I, II, III, are isomers
(C) Pair I, II are identical, Pairs III is isomer
(D) Pairs I is identical and Pairs II, III are isomer
Q.6 Which of the following pairs are tautomers
(A) only (i)and (ii) (B) only (ii)

(C) only (i) (D) only (iii)
Q.7 In which of the following compounds % of enol is highest.
(A) (B)
(C) (D)
APNI KAKSHA 2
Q.8 Which of the following pairs of compounds are chain isomers.
(A) (B)
(C) (D)
Q.9 Total number of cyclic structure isomers of C4 H6 are: -
Q.10 Total number of compounds which can show tautomerism: -
APNI KAKSHA 3
ANSWER KEY
1. (A) 2. (D) 3. (C) 4. (D) 5. (C)
6. (C) 7. (D) 8. (A,B,D) 9. (5) 10. (6)
APNI KAKSHA 4
DPP-03
Q.1 Total number of benzenoid phenolic structural isomers are possible for the formula C8H10O
Q.2 How many total open chain structural isomers are possible for C4H8
Q.3 Total number of benzenoid metamers are possible of molecular formula C8H10O
Q.4 Total number of possible metamers of C4H10O
Q.5 Total number of benzenoid structural isomers are possible of C7H9N
Q.6 Total number of possible structural isomers of Enol-form having molecular formula C5H10O,
which can show Tautomerism
Q.7 Total number of possible structural isomers of molecular formula C4H8Cl2
Q.8 Total number of structural isomers of cyclic ethers having molecular formula C4H8O
Q.9 Total number of Benzenoid aromatic isomers of molecular formula C7H6Cl2
Q.10 Total number of structural Isomers of cyclic ketone having four and there membered ring
which can show tautomerism of molecular formula C7H12O
APNI KAKSHA 1
ANSWER KEY
1. 2. 3. 4. 5.
(9) (3) (5) (3) (5)
6. 7. 8. 9. 10.
(8) (9) (7) (10) (19)
APNI KAKSHA 2
SOLUTION DPP- 1
1.) OPTION (A, B and C)

Positional isomers have same molecular formula and same carbon skeleton. However,
they differ in the position of the functional group
Option A, they are position isomers as position of alcohol is different having same
molecular formula
Option B, they are position isomers as position of cyanide group is different having
same molecular formula
Option C, they are position isomers as position of carboxylic acid different having
same molecular formula
In option D, they have same number of carbons in the parent chain, fuctional group
is different. First one is alcohol and other one phenol. Hence they are functional
isomers.
2.) OPTION (A)Total number of hydrogen that will be replaced by deuterium is 6
3.) OPTION (D)

(A) Enol form is more stable due to chelation (hydrogen bonding)
(B)enol is more stable due to chelation and conjugation
(C) enol is more stable due to chelation and conjugation
(D)keto is more dominating hence Keq is more than 1
2×5+2+0−12−0 12−12
4). (a) In C5 H12 O ,Double bond equivalent → = →0
2 2
Total structural isomers of alcohol for C4 H6 Cl2 is 8

(b.) metamers - This type of Isomerism arises due to unequal distribution of alkyl
substituents around a polyvalent functional group
In C5 H12 O 2 two cases are possible, one is alcohol and the other is ether but in case
of alcohol there will primary, secondary and tertiary alcohol and all 3 are considered
to be different functional group Hence in ether 6 cases are possible
CH3 − O − CH2 CH2 CH2 CH3
CH3 − CH2 − O CH2 CH2 CH3
5.) Option (B) and (C)
There are 4 aldehyde forms out of which three can show tautomerism and 3 ketone
forms and all can show tautomerism for C5 H10 O
Total number of structural isomers (aldehydes and ketones) of C5 H10 O are 7.
6.)
Total hydrogen that are replaced by dueterium= 8
7.) Total number of structural isomers of C4 H6 Cl2 is 9

DPP-02
SOLUTION
Q.1 OPTION (A)
Total number of hydrogens that will be replaced by deutorium is 6
Q.2 OPTION (D)
(A) Enol form is more stable due to chelation (hydrogen bonding)

(B)enol is more stable due to chelation and conjugation
(C) enol is more stable due to chelation and conjugation
(D)keto is more dominating hence Keq is more than 1
Q.3
Total hydrogen that are replaced by dueterium= 8
Q.4 All isomeric esters are metamers
Q.5 (i) Both are o-dichlorobenzene hence identical

(ii) Both are 1, 3-dihydroxybenzene hence identical
(iii) These are positional isomer
Q.6 In (ii) No tautomerism because –OH group is not bonded to C = C

In (iii) Compounds are not isomers.
APNI KAKSHA 1
Q.7
If size of terminal alkyl groups increases than percentage of enol is also increases.
Q.8 (A) & (D) are chain isomers due to change is its attached alkyl substituents.
(B)
Hence chain isomers.
(C)
Hence Both are functional isomers.
Q.9
Q.10
APNI KAKSHA 2
SOLUTION
DPP-03
Q.1 Total number of benzenoid phenolic structural isomers are possible for the formula C8H10O
Ans. (9)
Sol
Q.2 How many total open chain structural isomers are possible for C4H8
Ans. (3)
Sol (i) CH3 CH2 ⋅ CH = CH2 but -1-ene
(ii) CH3 CH = CHCH3 but - 2 - ene
(iii) 2 - methyl propene
Q.3 Total number of benzenoid metamers are possible of molecular formula C8H10O
Ans (5)
Sol
Q.4 Total number of possible metamers of C4H10O

Ans (3)
Sol.
APNI KAKSHA 1
Q.5 Total number of benzenoid structural isomers are possible of C7H9N

Ans. (5)
Sol.
Q.6 Total number of possible structural isomers of Enol-form having molecular formula C5H10O,
which can show Tautomerism
Ans. (8)
Sol (1) (2) (3)
(4) (5) (6)
(7) (8)
Q.7 Total number of possible structural isomers of molecular formula C4H8Cl2

Ans 9
Sol. There are 9 isomers C4H8Cl2 as shown is below figure.
,1,1-dichlorobutane ,1,2- dichlorobutane ,1,3- dichlorobutane
APNI KAKSHA 2
,14- dichlorobutane ,2,2- dichlorobutane ,2,3- dichlorobutane
,1,1-dichloro-2methylpropane ,1,2-dichloro-2-methylpropane
,1,3- dichloro-2methylpropane
Q.8 Total number of structural isomers of cyclic ethers having molecular formula C4H8O
Ans 7
Sol. Total number of structural isomers of molecular formula C4H8O having only cyclic ethers.
are
9. Total number of Benzenoid aromatic isomers of molecular formula C7H6Cl2

Ans. 10
Sol.
APNI KAKSHA 3
10. Total number of structural Isomers of cyclic ketone having four and there membered ring
which can show tautomerism of molecular formula C7H12O
Ans. 9
Sol.
APNI KAKSHA 4
(ORGANIC CHEMISTRY) REACTION MECHANISM
DPP-01
1. which of the following is not a Neutral Nucleophile.

(A) NH2 − NH2 (B) ROH (C) RCOR (D) RSH
2. Which of the following is not a Electrophile.

(A) H3 O⊕ (B) Hg +2
2 (C) NH4 (D) K ⊕
3. Most Stable Carbocation is: -
+
(A) H3C − CH− CH3 (B) (C) (D)
4. For the Given Reaction sequences
Choose the correct statement is/are:
(A) Minimum Number of T.S are 3
(B) If reaction will be exothermic then the graph will be
(c) Potential Energy of T. S2 is higher then T. S1
(D) If reaction will be endothermic then the graph will be
5. Choose the correct statement for the given Potential Energy graph.
APNI KAKSHA 1
(A) It is Exothermic Reaction Graph (B) Its ΔH > O
(C) In this Reaction graph net heat is evolved. (D) It is Endothermic Reaction Graph
6. Choose the incorrect order of Nucleophilicity is.
(A)
(B) R 2 NH > RNH2 > ROR > ROH
(C)
(D)
7. The Graphs below represents energy Vs Reaction coordinate diagrams. using the diagrams to
Answers the Questions below.
(A) Which Reaction (s) corresponds to a two-step mechanism______.

(B) Which Reaction (s) corresponds to a one step mechanism______.
(C) Which Reaction (s) corresponds to a exothermic Reaction______.
(D) Which Reaction (s) corresponds to a endothermic Reaction______.
(E) Which Reaction (s) have Intermediates______.
APNI KAKSHA 2
8. Which of the following order is correct.
(A) CH3 − CH = CH2 > CH2 = CH2 ⟶ (Nucleophilicity order)
(B)
(C)
(D)
9. Which of the following statement is / are correct
(A) Structure of carbocation is planer due to sp2 hybridization
(B) Carbon free radical is act as Both Lewis acid or Lewis’s base
(C) Carbanion have complete octet.
(D) Carbon free radical is doublet Intermediate.
(E) Carbanion is singlet Intermediate.
(F) Carbocation is act as Lewis’s acid.
(G) Carbanion is act as a Nucleophile.
10. Total number of complete octet electrophiles are:
(i) AlCl3 (ii) I − Cl (iii) Br − Cl (iv)
(v) BF3 (vi) BCl3 (vii) (viii)
11. Label the nucleophile and electrophile in the reactants for the given Reactions sequences.
APNI KAKSHA 3
12. Total number of soft nucleophiles are
APNI KAKSHA 4
ANSWER KEY
1. (C) 2. (D) 3. (B) 4. (A,D) 5. (A,C) 6. (A,D)
7. (a) ⇒ (B), (D); (b)→(A), (C); (c)→(A), (B); (d)→(C), (D); (e)→(B), (D)
8. (A,B)
9. (A,C,D,E,F,G) 10. 4
11. (A) (𝐈) → (𝐄), (𝐈𝐈) → (𝐍𝐮⊖ ) (B) (𝐈) → (𝐍𝐮⊖ ), (𝐈𝐈) → (𝐄)
(C) (𝐈) → (𝐍𝐮⊖ ), (𝐈𝐈) → (𝐄) (D) (𝐈) → (𝐍𝐮⊖ ), (𝐈𝐈) → (𝐄)
(E) (𝐈) → (𝐍𝐮⊖ ), (𝐈𝐈) → (𝐄)
12. 5
APNI KAKSHA 5
(Organic Chemistry) REACTION MECHANISM
DPP-02
1. Which of the following pair contains electrophile & nucleophile respectively?
(A) (NaOH, NH3 ) (B) (AlCl3 , CH3 ⊕ ) (C) (Br2 , ClΘ ) (D) (Na⊕ , H2 O)
2. Which of the following cation involves two times hydride shift?
(A) (B)
(C) (D)
3. Which of the following cation can rearrange?
(A) (B) (C) (D)
4. Which of the following cation involves rearrangement?
(A) (B) (C) (D)
5. In which of the following reaction, 1st molecule acts as nucleophile?
(A) (B)
(C) (D)
6. Following order of nucleophilicity is correct in:
NaI > NaBr > NaCl > NaF
(A) Polar protic solvent (B) Polar aprotic solvent
(C) Non polar solvent (D) All of these
7. How many times cation will rearrange to get maximum stability?
APNI KAKSHA 1
8. How many 𝛼 − H are present in final maximum stable cation?
9. How many 1,2 -shifts are involved in the following rearrangement of carbocation?
10. Number of alcohols which on H + /Δ gives following alkene as a major product.
APNI KAKSHA 2
ANSWER KEY
1. (C) 2. (B) 3. (B) 4. (B,D) 5. (B,D) 6. (A,C) 7. (2)
8. (4 𝛂 − 𝐇) 9. (4) 10. (3)
APNI KAKSHA 3
DPP-3
1.
Which carbocation is involved in the above reaction?
(A) (B) (C) (A)and (B) both (D) None of these
2.
(A) (B) (C) (D)
3. Major product in following reaction is:
(A) (B)
(C) (D)
APNI KAKSHA 1
4. Which of the following reaction will produce same major product?
(A) (B)
(C) (D)
5. Major product 'P' of the following reaction is:
(A) (B)
(C) (D)
6. Major product in following reaction is:
(A) (B) (C) (D)
APNI KAKSHA 2
7. Assertion & Reason.
Statement-1: If during a reaction is generated, it quickly rearranges into
by hydride shift.
Statement-2: Hydride is better migrator than methyl during carbocation

rearrangements.
(A) Statement-1 is true, statement-2 is true and statement-2 is correct explanation for
statement-1.
(B) Statement-1 is true, statement-2 is true and statement-2 is NOT the correct explanation for
statement-1.
(C) Statement-1 is true, statement-2 is false.
(D) Statement-1 is false, statement-2 is true.
8.
(A) (B)
(C) (D)
9. How many alkenes on reaction with dil. H2 SO4 produces 2,3-dimethyl butan-2-ol?
10. How many alcohols shows faster dehydration reaction rate than 2-methyl propan-2-ol ?
APNI KAKSHA 3
ANSWER KEY
1. (C) 2. (A) 3. (A) 4. (ACD) 5. (B) 6. (B)

7. (D) 8. (B) 9. (3) 10. (2)
APNI KAKSHA 4
DPP-01
SOLUTION
1. (C) → RCOR is a complete octet electrophile.
2. K ⊕ is not an electrophile.
(Alkali metal cation is not electrophiles)
3. Most Stable
4. Both A and D are correct
(A) Minimum Number of T.S are 3
(D) If reaction will be endothermic then the graph will be
5. In this graph
(A) It is Exothermic Reaction Graph
(C) In this Reaction graph net heat is evolved.
6. correct order of nucleophilicity for (A,D) are :
(A)
(D)
APNI KAKSHA 1
7. (a) ⇒ (B), (D),
(b)→(A), (C),
(c)→(A), (B),
(d)→(C), (D),
(e)→(B), (D)
8. (C)
(D)
9. B Statement is incorrect
(A,C,D,E,F,G) are correct statements
(A) Structure of carbocation is planer due to sp2 hybridization
(B) Carbon free radical is not Lewis acid nor Lewis base
(C) Carbanion have complete octet due to having 8 e− s
(D) Spin magnetic moment of carbon free radical is equals to 2.
(E) Spin magnetic moment of carbanion is equals to 1.
(F) Carbocation is act as Lewis acid.
(G) Carbanion is act as a Nucleophile.
APNI KAKSHA 2
10. (ii), (iii), (iv), (viii) → complete octet Electrophiles.

(i), (v), (vi) → Electrophiles without charge.
(vii) → Nucleophiles.
11. (A) (I) → (E), (II) → (Nu⊖ )
(B) (I) → (E), (II) → (E)
(C) (I) → (Nu⊖ ), (II) → (E)
(D) (I) → (Nu⊖ ), (II) → (E)
(E) (I) → (Nu⊖ ), (II) → (E)
⊖ ⊖ ⊖
12. H − , D− , NR 2 , F , NH2 ⟹ are hard nucleophiles
APNI KAKSHA 3
DPP-02
Solution

⊕ ⊖
1. (A) ( NaO H, N̈H3 ) ⇒ Both are nucleophile
Nucleophile neutral nucleophile
⊕
(B) (AlCl3 , C H3 ) ⇒ Both are Electrophiles
⊖
𝛿+ 𝛿−
(C) (Br2 → 𝐵𝑟 − 𝐵𝑟 , Cl ) ⇒ It Contains both Electrophiles & Nucleophiles
Electrophiles nucleophile
Na⊕ , H2..Ö
(D) ( )
↓ Nucleophile
cation of alkali metals are not Electrophiles
Ans (C)
2. (A)
(B)
(C)
(D)
Ans (B)
APNI KAKSHA 1

3. (A) CH3 –C = O this positive charge is in hybrid orbital can’t Rearrange
(B)
(C) this positive charge is in hybrid orbital (No Rearrangement)
(D) No Rearrangement (for rearrangement in each step stability increases)
Ans (B)
4. (A) —→ No Rearrangement
(B)
(C)
(D)
APNI KAKSHA 2
Ans. (B,D)
5. (A)
(B)
(C)
(D)
Ans. (B,D)
6.
⇒ Non polar solvent & polar protic solvent

Ans. (A,C)
7.
Only one time it Rearranged

Ans. (1)
APNI KAKSHA 3
8.
⇒ Stable by Resonance
with Benzene ring.
Ans. (4 𝛂 − 𝐇)
9.
Ans. (4)
10.
(1)
APNI KAKSHA 4
(2)
(3)
Total no of Alcohols are = (3)

Ans. (3)
APNI KAKSHA 5
DPP-03
Solution
1. Ans.(C)
Sol. Both carbocation is involved in the above reaction
(A) (B)
2.
Ans. (A)
Sol.
APNI KAKSHA 1

3.
Ans. (A)
Sol.
4. Ans. (ACD)
Sol. (A)
(B)
(C)
APNI KAKSHA 2
(D)
5. Ans.(B)
Sol. Major product (P)
6. Ans.(B)
Sol.
APNI KAKSHA 3

7. Ans.(D)
Sol. Statement 1  it do not reearanged because it is most stable due to back
bonding by lone pair of (O)- atom.

Statement 1  ydride is better migrator than methyl dring carbocation rearrangment
 ence statement (I) is false but statement (II) is true.
8. Ans.(B)
Sol. CH3 — CH = CH2 major product.
9. Ans. (3)
Sol. total = 3 alkenes on reaction with dil.H2SO4 produces 2,3-Dimethylbutan-2-ol
APNI KAKSHA 4

10. Ans. (2)
Sol.
APNI KAKSHA 5
DPP-04
1. The reaction (s) among following correctly matched with major product:
(A) (B)
(C) (D)
2. 1-Methylcyclopentene can be converted into the given compound by the use of
(A) BD3 followed by HCOOH (B) BH3 followed HCOOD

(C) BD3 followed by HCOOD (D) BH3 followed by CH3 COOD
3. Major product (Z) of given reaction is:
() 2 6
i B H ,THF conc.H3PO4 dil.H2SO4
⎯⎯⎯⎯⎯
( ii ) H O /OH−
→ X ⎯⎯⎯⎯ 
→ Y ⎯⎯⎯ ⎯→Z
2 2
(A) (B)
(C) (D)
4. Match the column-I and Column-II

Column-I (Reaction) Column -II
(A) O2N − CH = CH2 ⎯⎯
HBr
→ (P) Markonikov Addition
(B) Ph − CH = CH2 ⎯⎯
HBr
→ (Q) Anti-Markonikov Addition
(C) (R) Reaction intermediate is classical carbocation
(D) (S) Reaction intermediate Non-classical carbocation
(T) Rearrangement occur in reaction intermediate
APNI KAKSHA 1
5. Reaction -1
Reaction-2
Reaction-3
Total number of - hydrogen present in (product A+ product B+ product C) is.
6. Total number of 1-2-shifts during the conversion of
−
B /
⎯⎯⎯
− BH
→
(A) 2 (B) 3 (C) 4 (D) 5
AgNO3
7. ⎯⎯⎯
→ Y' ; 'Y' is:
(A) (B) (C) (D)
APNI KAKSHA 2
8. Find out major products of following reactions.

⎯⎯
H
→
(A) (B)
(C) (D)
9. Consider the reaction:
⎯⎯ →P
HCl
The product is:
(A) (B)
(C) (D) An equi molecular mixutre (A) and (B)
APNI KAKSHA 3
10.
(X) may be
(A) (B)
(C) (D)
APNI KAKSHA 4
ANSWER KEY
1. (ABCD) 2. (B) 3. (A) 4. (A)-Q,R; (B)-P,R; (C)-P,S; (D)-R,P
5. (24) 6. (B) 7. (A) 8. (B) 9. (D)
10. (ABCD)
APNI KAKSHA 5
DPP-05
1. Identify group migrate during carbocation rearrangement in following compound and give
major product with nucleophile?
(A) Me (B) Et (C) H (D)
conc.H2 SO4
2. → Major product (P)
In the given Reaction major product (P) will be: -
(A) (B) (C) (D)
3. Major product will be

(i)9−BBN
⎯⎯⎯⎯⎯  → (x)
(ii)H 2O2 ,OH
(A) (B)
(C) (D)
(Q)
4. ⎯⎯⎯⎯⎯
 →
(i)Hg(OAC)2
majorproduct
(ii) NaBH 4 ,OH
Which of the following statement is/are correct

(A) (Q) have cyclic ether.
(B) (Q) is optically inactive compound.
(C) (Q) have one meso isomer.
APNI KAKSHA 1
(D) (Q) have two isomers which ore optically active.

5. Total number of possible alkenes for the given reaction.
Alkenes
6. In the given reaction total number of (non-classical carbocation) NCC is equal to (P) and total
number of product is (Q), then find value of (P) + (Q) with be
⎯⎯⎯
Br2
CCl4
→ major product.
7. In the given Reaction sequences
(Q) and (R), respectively are

(A)
(B)
(C)
(D)
8. Total number of possible products are formed in the given reaction is
Major Product (P)
APNI KAKSHA 2
ANSWER KEY
1. (A) 2. (B) 3. (B) 4. (A,D) 5. (2) 6. (4) 7. (B)
8. (2)
APNI KAKSHA 3
DPP-04
SOLUTION
1. (ABCD)
Sol. (A)
(B)
(C)
(D)
2. (B)
Sol. 1-Methylcyclopentene
APNI KAKSHA 1
3. (A)
Sol.
4. (A)
Anti Markovnikov addition

Reaction Intermediate is classical carbocation.
APNI KAKSHA 2
(B)
 Due to Ph Ring positive charge is more stable

Markovnikov addition
Reaction intermediate is classical carbocation.
(C)
→ NCC
→ Markovnikov addition
(D)
 Reaction Intermediate is classical carbocation

 Markovnikov addition
5. (24)
Total H and equal to 24
Reaction 1:
APNI KAKSHA 3
Reaction 2:
Reaction:3
A = 10, B = 7, C = 7, Then
A + B + C = 10 + 7 + 7 = 24
6. (2)
Sol. Total no. of 1.2 shift during the conversion of
APNI KAKSHA 4
7. (A)
Sol
8. (B)
Sol
APNI KAKSHA 5
9. (D)
Sol. An equimolalular mixhine (A) (B).
10. (A,B,C,D)

Sol. (x) Alcohol ⎯⎯
H

→
(A)
APNI KAKSHA 6
(B)
(C)
APNI KAKSHA 7
(D)
APNI KAKSHA 8
DPP-05
1. Identify group migrate during carbocation rearrangement in following compound and give
major product with nucleophile?
(A) Me (B) Et (C) H (D)
Ans. (A)
2. ⎯⎯⎯
conc.
H 2SO4
→ major product (P)
In the given Reaction major product (P) will be :-
(A) (B) (C) (D)
Ans. (B)
Sol.
3. Major product will be

(i)9−BBN
⎯⎯⎯⎯⎯  → (x)
(ii)H 2O2 ,OH
(A) (B)
APNI KAKSHA 1
(C) (D)
Ans. (B)
(i)9−BBN
⎯⎯⎯⎯⎯  →
(ii)H 2O2 ,OH
Sol.
(Q)
4. ⎯⎯⎯⎯⎯
 →
(i)Hg(OAC)2
majorproduct
(ii) NaBH 4 ,OH
Which of the following statement is/are correct

(A) (Q) have cyclic ether.
(B) (Q) is optically inactive compound.
(C) (Q) have one meso isomer.
(D) (Q) have two isomers which ore optically active.
Ans. (A),(D)
Sol. ⎯⎯⎯⎯⎯  →
(i)Hg(OAC)2
(±)
(ii) NaBH 4 ,OH
5. Total number of possible alkenes for the given reaction.
Alkenes
Ans. (2)
APNI KAKSHA 2
(1)
Sol.
(2)
6. In the given reaction total number of (non-classical carbocation) NCC is equal to (P) and total
number of product is (Q), then find value of (P) + (Q) with be
⎯⎯⎯
Br2
CCl4
→ major product.
Ans. (4)
Sol.
So, (P) = 2 NCC (2NCC)

(Q) = 2 product → P + Q = 2 + 2 = (4)
7. In the given Reaction sequences
(Q) and (R), respectively are

(A)
(B)
(C)
(D)
Ans. (B)
APNI KAKSHA 3
Sol.
8. Total number of possible products are formed in the given reaction is
Major Product (P)
Ans. (2)
Sol.
(Total number of Possible Product are Cis and Trans)
APNI KAKSHA 4
DPP-06
1. Rate of SN1 reaction is:
(A) 𝑆 > 𝑄 > 𝑅 > 𝑃 (B) S > R > P > Q (C) P > Q > R > S (D) S > R > Q > P
2. Which one of the following statement is correct about SN1 reaction
(A) Perfect racemization is observed
(B) Only Walden inversion is observed
(C) Total retention of configuration is observed
(D) Polar protic solvent is preferred
3. Correct order of SN2 reaction is:
(A) S > P > Q > R (B) R > Q > P > S (C) Q > R > P > S (D) S > Q > P > R
4. Which of the following is correct order towards of SN2 reaction
Cl
|
(A) CH3Cl  CH3CH2Cl  CH3CH2CH2Cl  CH3 —CH —CH3
(B)
(C)
(D)
APNI KAKSHA 1
5. Whichof the following is correct order towards of SN1 reaction:
(A)
(B)
(C)
(D)
6. Possible products formed during the reaction is/are:
(A) (B)
(C) (D)
APNI KAKSHA 2
7. The correct statement for the given reaction is:
(A) Product is trans-but-2- ene (B) Product is cis-but-2-ene

(C) Product is erythro-2,3-diidobutane (D) Product is threo-2,3- diidobutane
8. Statement-1: Wurtz reaction is not a good method to prepare R-R from R-X in which R is a 3
alkyl group. (X −F)
Statement-2: 3 carbocation is formed during the reaction which preferably give alkene.
(A) Statement-1 is true, statement-2 is true and statement-2 is correct explanation for
statement-1.
statement-1.
(D) Statement-1 is false, statement-2 is true.
9. Column I Column II
(Reaction) (Statements)
( ) 2
Hg OAc ,H O
(A) ⎯⎯⎯⎯→
NaBH4 ,OH (P) Electrophilic addition reaction.
BH3 ,THF
(B) ⎯⎯⎯⎯
OH− ,H O
→ (Q) Markovnikoff's orientation is observed.
2 2
(C) ⎯⎯
HBr
→ (R) Anti-markovnikoff's orientation is observed
(D) ⎯⎯⎯⎯
HBr/ROOR
→ (S) Cyclic intermediate is formed as intermediate
(T) Carbocation is formed as intermediate
10. Column I Column II
(A) (P) Carbocation formation intermediate
(B) (Q) Racemic mixture is formed
(C) CH3 − CH2 − CH2 − Cl ⎯⎯→

Na
Et 2O
(R) Aromatic product is formed
(D) (S) Free radical found as intermediate
(T) Carbanion found as intermediate/product
APNI KAKSHA 3
ANSWER KEY
1. (A) 2. (D) 3. (A) 4. (ABD)
5. (CD) 6. (B) 7. (A) 8. (A)
9. (A)-P, S, Q; (B)-P, S, R; (C)-T, P, Q; (D)-R, 10. (A)-P; (B)-P, Q, R; (C)-S, T; (D)-R, T
APNI KAKSHA 4
DPP-07
1. Number of monochlorinated product when following compound undergo reaction with Cl2 /h𝑣 is –
CH3 − CH − CH2 − CH2 − CH3
|
CH2 − CH3
2. Which SN 2 reaction of each pair would you expect to take place more rapidly in a protic
solvent?
(a) (1) CH3 CH2 CH2 Cl + CH3 CH2 O− ⟶ CH3 CH2 CH2 OCH2 CH3 + Cl−
OR
(2) CH3 CH2 CH2 Cl + CH3 CH2 OH ⟶ CH3 CH2 CH2 OCH2 CH3 + HCl
(b) (1) CH3 CH2 CH2 Cl + CH3 CH2 O− ⟶ CH3 CH2 CH2 OCH2 CH3 + Cl−
OR
(2) CH3 CH2 CH2 Cl + CH3 CH2 S − ⟶ CH3 CH2 CH2 SCH2 CH3 + Cl−
(c) (1) CH3 CH2 CH2 Br + (C6 H5 )3 N ⟶ CH3 CH2 CH2 N(C6 H5 )3+ + Br −
OR
(2) CH3 CH2 CH2 Br + (C6 H5 )3 P ⟶ CH3 CH2 CH2 P(C6 H5 )3+ + Br −
(d) (1) CH3 CH2 CH2 Br(1.0M) + CH3 O− (1.0M) ⟶ CH3 CH2 CH2 OCH3 + Br −
OR
(2) CH3 CH2 CH2 Br(1.0M) + CH3 O− (2.0M) → CH3 CH2 CH2 OCH3 + Br −
3. Major product of this reaction is isolated as:
(A) (B)
(C) (D)
APNI KAKSHA 1
4. Sum of number of -hydrogen is (V) + Double bond equivalent of (Z) in the given reactions is
(i)
(ii)
5. Total number of theoretically possible dichloro derivatives are:
6. Statement-1:
Statement-2: Darzen's process follows SNi mechanism and during this reaction retention of
configuration take place.
(A*) Statement-1 is true, statement-2 is true and statement-2 is correct explanation for
statement-1.
statements-1
(D) Statement -1 is false, statement -2 is true.
APNI KAKSHA 2
7. In which of the following reaction gemdichloride will formed:-
(A) (B)
(C) (D)
8. Correct statement regarding reaction is (are):
(A) Product can show geometrical isomerism
(B) It is an example of E2 mechanism
(C) (±) 4-methyl cyclohexene is obtained as product
(D) Recemic mixture of alcohols are obtained as product
9. Major product (C) in following sequence is:
(A) (B)
(C) (D)
APNI KAKSHA 3
10. Radicals are obtained by homolysis of bond. Since energy is required to break a bond an in
homolytic pattern, hence light is a possible energy source and ultraviolet light with an associated
energy of 586KJ/ mole (hv) is used for homolysis. It can decompose many organic compounds
including DNA in skin cells. During halogenation in presence of ultraviolet light a free radical
substitution reaction takes place. A reaction is given as:
(a) Total number of possible monochloride obtained is:
(A) 5 (B) 8 (C) 10 (D) 6
(b) Total number of fractions obtained on fractional distillation of monochlorinated product is:
(A) 7 (B) 5 (C) 8 (D) 6
APNI KAKSHA 4
ANSWER KEY
1. (20) 2. (a)(1), (b) (2), (c) (2), (d) (2)
3. (D) 4. (14) 5. (9) 6. (A) 7. (A)
8. (BC) 9. (C) 10. (a)(C) (b) (A)
APNI KAKSHA 5

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(Organic Chemistry) STEREOISOMERISM

(A) (P) cis

(B) (Q) trans

2. Which will show geometrical isomerism –

3. Which of the following can show geometrical isomerism :

4. Which of the following is 𝐸 isomer :

5. Identify compound which can show geometrical isomerism :

6. Correct statement about given Ketoxime is –

(A) A is named as syn-p-tolyl phenyl ketoxime

7. Match the column:

8. Simplest alcohol that can exhibit optical isomerism is :

10. Which of following compound(s) contains plane of symmetry :

(C) (D) Hockey stick

3. For the given compounds, select the correct statements :

(A) Compound I is optically inactive (B) Compound II is enantiomeric

(A) (Chain isomer)

(B) (Position isomer)

6. Following compound can show :

(A) Optical isomerism (B) Geometrical isomerism

7. Correct statement about D-mannitol (in given form):

(A) C3 axis of symmetry (B) C2 axis of symmetry

8. True statement(s) about this compound is(are) :

9. Match the column:

(A) Compound show geometrical isomerism (P)

(B) Compound shows optical isomerism (Q)

(C) Compound having plane of symmetry (R)

(D) Compound having centre of symmetry (S)

2. Which of the following compounds is(are) optically active :

3. Consider the following six structures:

(a) I and II : distereomers (b) III and IV : distereomers

(c) II and III : enantiomers (d) I and V : distereomers

(e) IV and (VI) : enantiomers

4. How many of following compounds are chiral :

5. Match the column:

(A) (P) Chiral

(B) (Q) Achiral

(C) (R) Meso

(D) (S) Compounds containing even number of

Paragraph for Q.4 to Q.6

7. Which of the following pairs are diastereomers :

(C) (D) All of these

8. Correct statement about this compound is (are) :

(A) It shows geometrical isomerism (B) It posses centre of symmetry

(C) It posses plane of symmetry (D) It shows optical isomerism

9. Find the value of (𝑤 + 𝑧) − (𝑥 + 𝑦)

10. True statement about this compound (6,5) Coronane is(are) :

(A) It is having C3 axis of symmetry (B) It is having C6 axis of symmetry

Link to View Video Solution: Click Here

1. Higher priority group are opposite side - Trans, E

Higher priority group are same side - Cis, Z

Higher priority group are opposite side - Trans, E

Higher priority group are same side - Cis, Z

(A) → will show geometrical isomerism

(B) → will show geometrical isomerism

(C) → will show geometrical isomerism

(D) → will not show geometrical isomerism

3. (A) Will not show geometrical isomerism

(B) Will not show geometrical isomerism

(C) Will not show geometrical isomerism

(D) Will show geometrical isomerism

8. Simplest Alcohol to Exhibit optical Isomerism.

Number of chiral centre = 2

Number of chiral centre = 3