ORGANIC CHEMISTRY MADE EASY UNIT - 2 (JEEINCHO)

Workbook Reactive Intermediates; Acidic & Basic Strength Exercise-9

1. Match the following compounds with appropriate stabilisation energies.
Polycyclic aromatic |Resonance energyl |R.E. per benzene ringl
hydrocarbon (KJ/mol) Average stabilization energy (KJ/mol)
(A) Benzene (p) 381 (1) 116
(B) Naphthalene () 347 (2) 128
C Anthracene (r) 255 (3) 152
(D) Phenanthrene (s) 152 (4) 127
Me
Me
2. Order ofrate of E' attack : ¢Me, ¢Et, QHC C-Me
Me Me
3. Which of the following species can undergo Hyperconjugation ?

CH;,CH,CH=CH, CH, - CH,,CH,CH, CH, CH, CH,C =CH,

CH,CHO, -CH
4. Find total number of Hyper-conjugationstructures involving C-H bond in the following :

CH,CH; +
5. Write stability order of following alkenes :
(1)

(2)

(4)

6. Write stability order :

Me Me Me Me
Me Me
(a (b)|
Me

Me

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ORGANIC CHEMISTRY MADE EASY UNIT -2
7. Arrange the following in decreasing order of +H efect when attached to benzene ring.
CH3
(JEEIINCHO
(1)-CH,, CH, CH, -CH CH, CH (2) -CH,, -CD,, -CT, (3)-CH,, CH,D, -CHD, CD
CH
(4) CH,CH, CH,CH,-CH, (5)-CH,, -CH,CI, -CHCI,, -CCI,
8 Write order of stabilities.

CH, H,C
(1) CH,, CH, -CH,, CHMe, CMe, (2) CH, CH, -CH, cH;
CH3 HC
(3) CH, CH, -CH,* &HCH;
H,C
C-CH, (4)CH,, CD, T, (5) H, CD,, CT,
CH3
H,C
(6) CH,, CD,, CT, (7)

(8)
(9)
(10) (11)

(12) (13) -H, -CH2

(14) ) -CH, (15) -CH2 CH2

ÇH2 CH2 CH2 CH2 CH2 ÇH2 ÇH2 ÇH,
(16) (17)
OCH3 CH3
NMe3 NMe,
OCH3 CH3
ÇH, ÇH2 ÇH,

(18) (19)
OCH, +NMe3
CH,

(20) (21)

(2) NO2 NC (23) NOZ NC

CH,

(24) NOZ NC (25) CH,CH;, CH, -C-CH;

H,

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lORGANIC CHEMISTRY MADE EASY UNIT -2 (JEEINCHO)
CH, CH,

(26)CH, CH,. CH,-c-H, (27)CH,CH,. CH,C-CH, (28) CF, CCI, (29) CE, CCI,
CH, |
CH,
(30) CE, CCI, (3)CH, -CH, , CH-CH, cCH (32) CH,-CH, CH=CH, C=CH
(33) CH, -CH, CH -CH, C=CH (34)| (35)

(36) (37)

(38) (39)

(40) (42)

(43) (44) (45)

(46) (48)

(49)

(51) O (52) (53)|

(54) (55) (56)

CN
NO2 NO2 CN

CN
(57) NO2 (58)
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ORGANIC CHEMISTRY MADE EASY UNIT - 2
(JEEINCHO
(S9) (60)

(61) (62)

(63) (65)

(66) (67)

(68) (69)

(70) CH, -NR,,CH, -PR, (71) CE,CH;, CCI,CH,, CBr, -CH;, CH,CH, F
C1
CI

(72) CF,CH, CHE, -CH,, CH,F -CH,, CH,CH, (73)

(74)

9. SIR efect is not applicable on which ofthe following?

CN, -C=CH, SO,H, -CH,, - NH,, -OH, - OR, F -Cl,-Br,-1
10. SIR can be observed on which of the following ?
-NO, -COOH,-COOR, CMe,, CMe, CMe,.-NMe, -NHMe
1. SIR can be exerted by? H,-Br, -Cl,-CH, -C,H, -CHMe,]
12. Count no. of a-H in

|13. Which of thefollowing can show HC?

CH;
Me
Me-B
Me

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ORGANIC CHEMISTRY MADE EASY UNIT - 2
(JEEINCHO)
14. Write order of stability :

(a) (b)

15. Write order of e density :

¢Me, ¢ CD,. ¢ CT,
16. Write order of heat of combustion :

(1) (2)

(3) (4)

(5 (6) =,

-
(7) (8)

(9)

17. Write Order of stability: CH, -OCH, , CH,, CH, CH,

18. Calculate Baeyer's angle strain in the following:

I II IV
Hence, write the order of (i) strain (ii) stability

19. Write order of HOC per -CH, group :

(b) |

(C)

(d)|

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ORGANIC CHEMISTRY MADE EASY UNIT - 2
20. Write order of HOH:

(1)
(JEEINCHO
(2)

(3)

(4)

(5)

(6)

(7)

(8)
Note : (a) cis > trans for cycloalkanes having 8-11 carbons
(b)If number of C>11,then trans > cis (stability) (stability)
Me
(9) Me

Note : Alkyne is more stable than Allene

Note : Trans orientation is more stable in larger

rings
21. Order of bond length : CH, -CH=CH,, -CH=CH,, CH, =CH,
22. Write order of HOH
CH, CH,

(2)
CH3 CHa

CH; CH,
(3)H,C==CH-CH ,CH,-CH=C
CH:
CH3
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ORGANIC CHEMISTRY MADE EASY UNIT -2
(JEE/INCHO)

(4)

(S) (6)

(9)

23. ’ Write order of(1) Stability (2) HOC (3) HOH

Sr. No. Property Increasing order Explanation

1 Stability
HOC
HOH

Pd/C
24. +3H, Which ring will undergo reduction ?

25. Choose more stable alkenes.

(a) 1-methyl cyclohexene or 3-Methylcyclohexene (6) Isopropenylcyclopentane or allylcyclopentane

or

|26. Match HOC values :(p)5293, (q) 4658, (r) 4650, (s) 4638, (t) 4632
(a) 1-Heptene (b) 2,4-Dimethyl-1-pentene (c) 2,4-Dimethyl-2-pentene (d) 4,4-Dimethyl-2-pentene (e) 2,4,4-Trimethyl-2-pentene
27. Write order ofHOH:
Also, write order of HOH per n bond for (a).

(b)

|28. Draw the correct direction of T-e shift?

C\,CH-CH-CH, (d) CI,C-CH-CH,
(a) CH,-CH-CH, (b)CI-CH, CH-CH, (c)(rotational
29. Write the order of B.L., B.O., BDE, R.B.E. bond energy)

CH,-NH,, CH,NH, HC=N

2.29
ORGANIC CHEMISTRY MADE EASY
30. Compare B.L.
UNIT -2
(JEE/INCHO
CI

(1) (2)
NH) NH NH OCH3
OH

(S) OH OH (6)

NH NH NH
NH,
(7) (8)
OCH3 OCH3 OCH3 NH2 HN NH,
NH) NH2

(9) (10) (11)

OH

CHO

(12) (13)

N=N
N=N NH

(15) (16) (1) HN NH

(18) O

(19)¢-CH÷CH,, -CH÷CH-o -CH CH OMe

31. Write order of B.E. (bond energy)
Hb

Hd
(1) CH, = CH-CH= CH,, CH =C-C=CH, CH, -CH, -CH, -CH, (2) Hs Hc |
Hb (3)Hd Ha

32. How many of the following compounds have at least one C-H bond in which BE is less than
cyclohexane?

33. Compare R.E:

HJNi
H,/Ni
(B)

H,C CH,
CH,
|35. Compare stability:
CH,

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 (JEE/INCHO)
oGANIC CHEMISTRY MADE EASY UNIT - 2
ACIDICSTRENGTH
Write conjugate base for the following:
OH

RCOOH,RSO,H, RC = CH.R NH,, .CH,SH,

Write conjugate acid for the following :
NH
NH
NH H,N NH, , RC=N,
NH,.
NH H
NH, - NH -- NH, (GUANIDINE)

NH,
, H0, , HN NH,
OH NH,

3 Write order of acidicstrength:

NO2
OH
()HE, HCI, HBr, HI (2.1) CH,, NH, H,0, HF (2.2) OH: OH
NO,

(3 OH: COOH: SO;H (4) -OH, -OH, H,0 (5) CH,-CH, CH,-CH, HC = CH
OH SMe SMe
OH OMe
(8) OMe SMe
(6)OH OMe

HO
C OHa
(10) (11) (12)
(9) b C
b
OHb
OH COOH SO3H
(13) (14)6
(15) COOH wCOOH COOH (16) OCH3
OH COOH COOH COOH
OH OH

(18) (19)
(17)
OH NH2
NO2 ÖCH3 Me Me NO, ÖCH3

OH HO
OH OH
NO2 NO2 NO,
(21) HO OH OH
HO
OH
SQUARIC ACID CROCONIC ACID RHODIzONIC ACID
NO,
NO2
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 UNIT -2
ORGANIC CHEMISTRY MADE EASY
ÇOOH OH OH
NO,
^O3 H (JEEINCHO
(22) (23) CH, -NMe,, CH, - PMe,

NO,
NO
OH OH OH OH c OH

(24) (25) (26)

NO2 b
OCH3
OHb OHd

OH a
OH a
NH2 c
d
ÇOOH COOH -COOH
(27) HO0CA (28) HN (29)
COOH COOH -COOH
ECH d
HOOC
C Hb
OH OH OH
COOH CO OH
NO2
(30) (31)
COOH HOOC
NO2
OH OH OH OH OH OH OH

OMe

(32) (33) (34)

OMe
OMe OH SH F C

OH OH OH

(35)

NO, Me COOH
4. Match the pKavalues: 3.8, 4.2, 4.8, 6.4, 10.0, 10.2, 7.1, 15.5, 15.7, 16.0, 25.0, 36.0, 50.0, 10.5

HCOOH, OOOH, CH,COOH, H,CO0, ¢ OH, HCO, 0,N -OH,MeOH, H0,EtOH, 2.cH, NH,CH, CH

Note : pKa of - NH, 4.6. OH

2.32
ORGANIC CHEMISTRY MADE EASY UNIT -2 (JEEINCHO)
Write Ka order :
OH ^O3H COOH S0,H
ÇOOH CECH NH, OH

.HO.(
Write order ofacidic strength
COOH COOH COOH COOH

NO, CCl3
(1) (o,m,p) ’ (2) (or- X) (o,m,p) ’

COOH COOH COOH COOH

OMe -Me
(3) (o,m,p) ’ (4) (o,m,p) ’

COOH
CH, CH,
(5) G ’-Me, -Et, -CH,-CH-CH, -C-CH, , -C-CH,
CH,
COOH COOH
CO OH COOH Me
Me Me
C-Me (7) ,G’Me, -OMe, -CI, -NO,
(6)
Me

OH
COOH OH OH
COOH
CO OH

(8) ;G’ Me, -OMe, -CI, -NO, (9)

CO OH

COOH
C0OH COOH COOH COOH

OH OH OMe
HO
(10)

Write order of acidic strength w.r.t phenol OH

OH OH

C
Ca3
NO2 (0,m,p) ’ (3) (o,m,p) ’
(! (0,m,p) ’ (2)

OH OH OH
OMe
CH3
(4) (o,m,p) ’(5) (o,m,p) ’(6) ’ NO,, -cCl,, -CI, -CH, -0CH,
;G’

2.33
ORGANIC CHEMISTRY MADE EASY UNIT - 2
OH
OH
G
(JEEIINCHO
G’NO,, -CI,, -CI, -Me, -OMe (8)
,G’-NO,,CCI,-Cl, -Me, -OMe
HC- -OH OMe OH

CN
(9) (10) (o,m,p)
8. Compare acidic strength :
OH OH OH
OH OH

Me Me O,N, NO, NO,

(1) (2)
Me Me

NOZ NO2 NO2

NO2
COOH OH OH
OH

CO OH OH
(3) (o,m,p) (4) (o,m,p) (5)
Me Me Me Me
NO2 CN
OH OH OH

(6) ,G’-E, C1, -CN (7) ;G’-Me, -CD,, CT, (8) ,G’Cl, -Br,-NH.
G
G
OH OH
OH

(9) ,G’ -NH,,-N Me,,-Me (10) ,G’0,-NH,-CH, (11) i’-Me,-CD,1

G

OH
OH OH OH COOH
G
CN NO
(12) ,G’-F,CI, -Br (13) (14) ,G’F-CNC

COOH COOH COOH

HO. OH HO. OH

(15)| G
,G’ -NH,, -N Me,,CH, (16)

NO2
2.34
lORGANIC CHEMISTRY MADE EASY (JEE/INCHO)
UNIT - 2
HO. HO OH
COOH
HO. R
HOOH COOH COOH

NH,
NO,
(17) (18) (19)
NH,
NO, NH,
CI

OH OH

(20) (21)
CH,
NH,
CH3-CH,
II III

(22) MELDRUM'S ACID

Me0 OMe
II III IV

BASICSTRENGTH
1 Write order of K,:
(I) CH,,NH,, OH", F" (2) CH,,PH,, SH", CI (3) F,CI,Br, I (4) OH, SH (5) H0, H,S
(6) NH, PH, (7) CH, -CH,, CH, =CH°, CH=C (8) CH,CH,CH,,CH, =CH-CH,
CH,
NH, NH,
(9) CH = CH-CH;, (10) (11) NH,

Note:Order of basic strength :CH,CH,;>CH,-CH> NH; >HC. C>OH

Write order of basic strength :

)RN, RNH, RNH, NH,(2) CH-NH -CH, NH,

Case: I:R’ Ethyl

Case : II :R’ Methyl

(3) NH,, NH, - NH, NH,OH (4) NH,, R-O-R, R-OH, H-O-H(S)

NH,
HN
(6) (7)

BNH2 8N H2
NH,

(8) CH, S- NH, , CH, t-NH, cHNH, (9)CH, -CH, - NH, , CH, -CH- NH,, CH, -CH, -NH
2.35
 |ORGANIC CHEMISTRY MADE EASY UNIT -2

(10) ¢-NH,. 0, NH, ,N (1) NH NH

H
(JEEINCHO
H

3. Write order of basic strength:

NH, OH NH, NH,

NO,
(o,m,p) (3)
(1) (2)
(o,m,p)
NH NH2 NH2 EMe2
NH, NH
C CH3 MezC CMe3 MezC
(4) (o,m,p) (5) (o,m,p) (6)

NMe2 NMe, EH2 EH2

Me CMe3 OMe
(7) (8) (o,m,p) (9) ¢C-NH, ,CH, -c-u
MeC CMe3
NH2 (x)

(11) (12)
(10) NH,
H H (y)
H H2)
NH NH NH NH, H-C-NH,
(13) NH, -C-NH,, R-C-NH,, R-C-R, R-CH-R, R-C-R
(GUANIDINE)
R. R
4. Identify spontaneous reactions :
(1) R-C=CH+ NaOH’RC=CNat+ H,0 (2) R-C = CH+ NaNH, ’ R-C=C Na' + NH,
(3) R-C=CH+ NaH-’RC=C- Nat+H, (4) R-C = CH+ Na ’R-C=C Na'+ l/2 H,
(5) R-C=CH+NaHCO,’ RC=CNa+H,c0, (6) R-So,H OH
+NatHCO, -’ RSO,Na +H;CO,
OzN NO,
(7) R-COOH+ NaHCO, ’ RCOONa +HCo, (8) + NaHC0, ’?

NO2
OH OH
OH

NO NO,

(9) + NaHCO, ’? (10) + NaHC0,’? (11) + NaHCO, ’?

NO2 NO,
OH SO,H

(12) + NaHCO, ’ ? (13) + CH,COONa ’?

2.36
lORGANIC CHEMISTRY MADE EASY UNIT -2 (JEE/INCHO)
ldentify compounds which give brisk
effervessence of CO, with NallCO,:
OH OH

NO,
so,1, OH

CN
Gascs cvolvedwhen Methanc Sulphonic acid andAcctic acid is 14

treated with NaHCO, respectively are

NMe, NMe
Me
(A) Basic strength order: Me Me

COOH
F,C CF 4 ÇOOH
NO,
(B)Acidic strength order: F,C CF3,HN0, (C)Acidic strength order [In EtOH]:
O,N NO2
CF 3
8. Compare Basic strength:
NH, CH,NH2 NH, Me NO,

(1) (2) (3)

H Me
Me

NH2

(4)

H H
NH
NH2 b
NH) NH
(6) (7) (8)
NH
NMez NH, NH, NH,
Me Me Me Me

(9)
Me Me

Me
9.
ldentify SuperBase (Proton Sponge)
NMe, NMe, NEt, NE
NH
OMe, OMe

H,N NH,

2.37
ORGANIC CHEMISTRY MADE EASY UNIT - 2

Electronic Displacement Efect

ANSWER KEY (JEEINCHO
(6) (a) |> 2,(6)23(c)2)21. (c) 3>2 1.(03>21:(g) 3>2>1: (h)2 >1: EXERCSE
3. CH,, CE,, C,, O0, CH CH CH, ). cCT),; 4. (1)3>2> |>4:(b) 1>2>3>4;(c) I>>3>4
(d)|23, (e)l>2 3:(0)4>>2>3;()1<2 <3<4; (h) 2> 1:(1) >2: (ý) 2>1:(k) 1> 2>3;() I>2>3:(m) I>2;(n)|<.
|>2, 7.(A) D» wuscl (B)I <2<3<4:(C)|<2<3<4; 8.(a) 2 >3>1:(b) |>2>3: (c) I<2<3;(d)|>>3; (e) 2>3>1-6.
2>3:(g)1>3>2 (h)3>2>1;0>3>2: )2>3>1:(k) >2>3:()3>2>1:(m) 1>2 >3; (n) 2>3>1:(0)2> 1>3:(p) bi
(q) 3>2>l)3>2>l, 9.(a) 2>l(b) |> 2: 10. 2>1
REONANCE
1,8, 2. 404,4204, 6006, S007,4013,4024,4004, 2003, 2004, 10018, 4404, 6004, 4004, 6005, 6015, 6005, 6006, 6016,4004,6007 s.
6026, 8017, s027, 1039, 10049, 10018, 600S, 10008, 8008,4005, 2003,4003, 120012, 601l6; 3. From L to R:-(sp to sp'), (sp s
to sp', sp° for ring N), (Sp° to sp, sp'(top). sp° to sp'(bottom), sp'), (sp² to sp'-0, sp' N, sp° to sp', sp'). (sp° to sp', sp',spo
sp.sp° to sp', sp' to sp' ). (sp' to sp', sp). (sp'). (sp'): 5. Crossconjugated- 1357; Lincar Conjugated- 246;
7. [2.xy]: (3. x.[4, y>x]. [S, y> x].9,9,10, 14, 16, 20, 7, 5,3,5, 7,4,4,6, 3, 5, 5, 5,4, 4,4, 4,3, 0,3, (4 +3=7];
9. (0>>l:()>>Il; 10. 6: 11. |>I|>III
Resonance ldentification
EXERCISE-)
’:0-H

B.A.:= 109°, hence, Hybridisation is sp3

|Applications of EDE EXERCISE.

1 24 2. -C1, -Br, -OH, -NH 0COMe,-SR 3.(+R, +[)’-CH,
(+R-)’- 0COMe, -0H, -NH, NHCOMe,-F, -CI, -SO,R, -CH-CH, (+R, -R) ’-CI,-So,R,-CH=CH
5. A’0,-CH, , -NH .-NH,, -NHR,,-NH,- OR, -OH; B’ 0COR, -NHCOR; C’CH,, -CH CH,,-CHMe.,-CMe
CH=CH, -Ph: D’-NO, -X; E’-CHO,-cOOH,-C0OR,-c0,-cONH,;F ’-NE; -NX,-NH;, CH; -NÕ,CN
Note: -Net withdrawing effect of halogens :-C> Br> Fz|
6
(a)1>2>3>4 (b) 1>2>3; (c) 1>2>3 (d) 1>2>3; (e) 1>2>3; () 1>2 or 2>l depending on solvent
(a) l >2 (b) 2>1 (c)3>2>1 8. (a) 4>3>1>2 (b)3>|>4>2 (c) 1>2>3 (d) 1>2>3
9 (a) I >2>3 (b)2> 1>3 (c) 1>2>3;3>1>2 (d) 1 >2 (e)2<1;2>1
10. (a) Towards the ring (b) Awayfrom the ring (c) 2> 1;(1.5 Dvs 1.38 D)
|11. 3,4, 5,6 12. 1,2,4 13. 1,3,4,9 14. (a)2> 1(6) 1>2(c) 2> 1(d)2>| 15. b, c, d

16. (a)2>1(b)2>\(c) 1>2 (d) 2>1 (e)2>1 ()1>2 (g) 2>1 (h)2>1 ) Stability:- but RE
17.
(a) 2>1 (b) 1>2 (c1>2 (d)2>1 (e) 1>2 (0)1>2 ()2>1 (h) 2>1 (0)2>l ) l=2 «l=2 ()1=2 (m)l>:
(n) 1>2 (0)1>2 (p)3> 1>2 (4)1>2 ()1>2 (9)2> l ()2>1 (0)2>1 ()2>1 (w)=2 (1=2
Aromaticity EXERCISE4
NA, A, NA , A, A, A, A, A, A, AA, NA, NA, A, NA, A,A, A, AA, AA, AA, A, A, A, NA, Quasi Aromatic, NA, AA,A, A, A.
nduced held

( Outde eldi
NA, A, A, Partially Aromatic, Fully Aromatic, A, A, A, [3(pk =1S)>l(pK=20>2 (pK -22.6)),.Notacidic

Conjugate base anion not stabilised by resonance, NA, Quasi Aromatic, Quasi Aromatic, AA, A, A,AA, A. (HEPTALENE- (Miso'
structure) NA, A,A, NA, A, AA, AA, AA,AA(rapid dimerization due to instability)
2. AA, AA, AA (Stable through push - pullor captodative eflect), A, A,A, NA, NA,A, A, A,(In 1,Aromaticity reduced by Annelate.
2.68
 (JEE/INCHO)
ORGANICCHEMISTRY MADE EASY UNIT-2
aromatic, A, A, A, NA (Geomery o
hence, rapid conversion to 2 occurs), 14- Annulene although sliohtly non-olanar butadjacent
molecule greatlyreduces the overlap of the porbitals at the bridochead nositions with porbitals), A, A, A, Cylcopnane
is Aromatic, Borderline (between Aromatic and Anti- Aromatic), AA,Symdone- Aromatic, Squaric Acid- Aromate
F 4. T 5. T; Note:-Charged Anti-aromatic species do not dimerise.
3.
Some Interesting Anti-Aromatic Compounds

Some Interesting Exceptional Compounds

NH

Non-Aromatic & Aromatic & Planar

Non Planor
EXERCISE-5
Applications ofEDE-2
AROMATIC-1,3,4,5,7,8,9,10,11,14, 16,18,19,20.21,25.,27.30.31.32,33,35,37,41,42,43,44,45,46,47,48,49,52,54,56,58,59,61,02,00,
67,68,70,71,72 ANTI-AROMATIC-6,12,17,28,34,51,69: NON-AROMATIC-2.13,15,22,23,24,26,29,50,53,55,57,60,63,64,65;
NO COMMENTS- 36,38,39,40
E.2>1; 2>1;2>1; G >2; 1>2; 1>2
B. 23 C. (a) x<y. (b) x>y D. acde; E.1,1,0,0,0,0,1,1;
M. 3>1>2>4;2>1>3>4;4>1>3>2
124; L 123; J. Allequal; 1> 2; 1>2>3>4;1>2>3; K.1>2; EXERCISE-6
Resonance Energy 10.2 > 1;
2>1; 2.>2; 3. 1<2; 4. 1>2; 5.2>1; 6. 1>2; 7. 1>2;8.1<2; 9.1 >2;
l. 20.1> 2;
15.2> 1; 16.2>1; 17.2>1; 18. 2>1; 19. 1>2;
j11. 1>2; 12. 2>1; 13.2 >1; 14.2>1;
26. 2 >1; 27.2> 1; 28.2 >1; 29.2 >1; 30. 2>1;
l21. 2>1; 22. 1>2; 23. 1>2; 24.2>1; 25.2 >1;
31. 2>1; 32. 1>2; 33.2> 1; 34.2> 1; 35. I > 2: 36. 1>2; 37. 1 > 2; 38. 2> 1
Electrophilic Aromatic Substitution EXERCISE-7
1 Rightring para to N; 2. Right ring para to 0; 3. Right ring para to O; 4. Right ring para to 0;
5. Right ring para to N; 6. Right ring para to N; 7. Bottom ring para to N; 8. Right ring para to O;
9. Anyposition in the middle ring; 10. Ortho to -OMe; 11. Ortho to -Me; 12. Ortho to -Me; 13.Ortho to away -Me;
14. Ortho to -OAc; 15. Meta to -CMe3; 16. 0-position; 17. Any position in the middle ring;
18. Anyposition in the middle ring; 19. Adjacent position to O; 20. Ortho to -CH; 21. Left ring para to O;,
23. Ortho to -NHAc: 24. Ortho to -OAc; 25. Ortho to -0-;
|22. Rightmost ring para to N;
26. Para to Non top left ring; 27. Right ring para to N; 28. Right ring para to O; 29. Right ring para to N;
Right ring ortho to N; 31. Right ring ortho to O; 32. Right ring para to N; 33. Para to O; 34. Para to N
30.
EXERCISE-8
Applications of EDE-3
1 C; 2. 8; 3.5; 4. 1>2; 5. a>b; 6. (a) >2; (b) 1>2; (c) 1>2>3; (d) 1>2 (Captodative effect); (e) 1>2; ()3>1>2;
8. (a) 3; (b) 1; 9. I>Il|>I|>IV; 10. Draw yourself;
() 2>1; (h) 2>1; ()4>3>2>1; () I>2; (k) 2>1; 7. I,IV;
l>2>34; (d) 1>2>3>4;
|1L. >2; 12.(a) 1>2>3; (b) 1>2>3; (c) 1>2>3; (d) 1>2;(e) 1>2>3; () 1>2; 13. (a) 1>2>3; (b) 1>2;(c)
14. (a) 1>2(Bent's rule); b) 1>2 (Bent's rule); 15.1>2>3 (percentage s- character); 16. CHBr,>CHCL,>CHE,? CHI3 ;
17. (a) 1>2; (b) 1>2;(c) 1>>3; (d) 1>2>3>>4; (F-Strain); (e) 1>2 (No F-strain); () 2>I(B-strain in Et3N): (g) 1>2(B-strain in 2);
big in
18. (a) 1>2>3 (Charge Accommodation);(b) 3>2>1 (Charge Accommodation): (c) l>2>3; (d) 1>2; (e) 2>l (Sulphur is enough
size); (f) 1>2; (g)Gaseous: 1>2; Aqueous: 1>2; 19, 1>2>3; 1>2>3; 1>2>3; 20. A-Q; B-P.

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