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Solutions Slot – 1 (Chemistry) Page # 1

GOC
EXERCISE – I SINGLE CORRECT (OBJECTIVE QUESTIONS)

Sol.1
Bond Formation is-
(A) Always exothermic
In Bond formation heat always release.
Sol.2 CH2=CH–CN CH2=CH–C N
3 2 1

sp2 sp2
(C) sp2 – sp overlap

Sol.3 (B)

Complete Resonance

I I
Sol.4 (C)
N
O O
Here I are bulky groups so NO2 group goes out of plane So –NO2 group is not coplanar with
phenyl Ring.

Sol.5 Coplanar means –all c are sp2

H3C CH3

(D) H3C CH3

Here methyl groups repail to each other and any one ring goes not of plane.

Sol.6 Coplanar = carbon should have sp2 hybridised.


sp3

(C)

Sol.7 (I) CH3–CH=O (II) CH2 = CH – OH (III) CH3–CH–O

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Page # 2 Solutions Slot – 1 (Chemistry)

B → (I) & (III) are canonical structures.

Sol.8 (I) CH2 = CH – CH = CH2 I, II, III are canonical structures to each other.
(II) CH2–CH=CH–CH2
(III) CH2–CH=CH–CH2

O O
|| ||
Sol.9 (I) CH3–C–CH2–CH2–C–CH 3 (II) CH3–C–CH2–CH2–CH2–C–CH3
|| ||
O O

CH3–C–CH–CH2–CH2–C–CH3
CH3–C–CH–CH2–C–CH3 || ||
|| || O O
O O
–I –I
–I –I
This is at more distance so least stable.

Active methylene group


CH3–C–CH2–C–CH3
|| ||
(III) O O

CH3–C –CH–C–CH3
|| ||
O O
here both side resonance
–I –I
(B) Ans. III > I > II

Sol.10 I II III

O O O
|| | |
C C C
H OH H OH H OH
Neutral 3 covalent 4 covalent
structure Bond Bond
(C) I > III > II

Sol.11 IV str. is least stable CH =CH–CH–CH–OCH due to repulsion b/w & l.p..
2 3

Sol.12 (I) CH2=CH–CH=CH–CH3 CH2–CH=CH –CH–CH3


(II)CH3 – CH = C = CH – CH3
Here in str. (I) Resonance occurs But not in IInd.

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Solutions Slot – 1 (Chemistry) Page # 3

OH

Sol.13 (C) Neutral specie is most stable.

Sol.14 (I) CH3 – O – CH = CH – CH = CH2 Neutral


(II) CH –O–CH–CH=CH–CH 2-covalent Bond
3 2

(III) CH –O=CH–CH= CH–CH 3-covalent Bond


3 2

Sol.15 O–N N=O

Complete octate &


Extended conjugation

Sol.16 N N N N N

(I) (II) (III) (IV) (V)


(I = V) > (II > IV) > III
Neutral Opposite Opposite charge at
charge more distance.
nearest

N N N N N
Sol.17 | | | | |
H H H H H
(I) (II) (III) (IV) (V)
(I) > III = IV > II = V
Opposite opposite
charge charge
near have more distance

O
Sol.18 (B) more electronegative atom 'O' contain ⊕ ve charge. so least stable str..
N

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Page # 4 Solutions Slot – 1 (Chemistry)

Sol.19
(I) (II) (III)
–H –H –H

less Resonance more Resonance


(III) > (I) > (II)

m O
OH
Sol.20 p
m O
–ve charge comes at ortho & pera position so π –e- density is maximum on ortho & pera
position.

Sol.21 +I of O- is maximum so e- density maximum in ring.

NO2

Sol.22
NO2
NO2 (–I effect) occur at two places
So π e– density is minimum.

O
Sol.23

O O O
1
Sol.24

π –e– density is more on C2 & C4

O O

N or N
Sol.25 D

O
2(–I groups are here)
So – ve ion stable.
– +
Sol.26 (I) CH3–COOH (II) CH3COONa (III) CH CONH2
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Solutions Slot – 1 (Chemistry) Page # 5

O O O
CH3—C CH3—C CH3—C
+
O—H O Na NH2
more delocalisation less E.N. of N
O atom is more E.N. due to –ve charge
R.E. order = II > III > I
. . . .
Q.27 C6H5–CH–C6H5 C6H 5–CH–CH=CH2 CH3–CH –CH3 C6H 5–CH–CH3
(I) (II) (III) (IV)
more R.S. Reso. + hyper conj. (2) + I group R.S.

. .
(V) CH3–CH –CH–CH2–CH 2 (VI) CH3–CH2–C–CH3
|
CH3
(1) + I group (3) + I group
(A) I > II > IV > VI > III > V

O O O O
Sol.28 (I) (II) (III) (IV)

more resonance
so max. Resonance energy

1 1 1
2 2 2

Sol.29
3 3 3
4 4 4

C1 — C2 Bond has double Bond in two structure so short Bond length


C2 — C3 Bond has single Bond in 2 structure.
(B) So C1 — C2 Bond is shorter than C2 — C3 Bond.

O O

Sol.30 (B) Longest C — O Bond.

NH2 NH2

CH2= NH
Sol.31 (I) (II) (III) (IV)
+
CH2 NH
Partial
CHO Double Bond
Char.
More
resonance
more double
Bond.

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Page # 6 Solutions Slot – 1 (Chemistry)

III > II > I > IV

2 2
C CH 1 C=CH
Sol.32 (D) 1

Bcoz only this str.


C1 – C2 Bond contain double Bond So bond length short.

Sol.33 (B) C2H6 > C6H6 > C2H4 > C2H2

H3C — CH3 H2C = CH2 HC ≡ CH

Pure single Partial Triple Bond


Bond double

H–C–O H–C=O
Sol.34 only || | have equivalent type of R.S.
O O

H–N=C=O
Sol.35 H–O–C N
–H –H
N=C=O
O–C N

O=C=N same anion

Sol.36 (C)

(I) (II) (III)


(4n+2) πe–
(4×0+2) = 2πe–
Aromatic

Sol.37 (A)

(I) (II) (III)


4πe –
Anti Aromatic

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Solutions Slot – 1 (Chemistry) Page # 7

Sol.38 (D) = 8πe– (not aromatic)


O

Sol.39 (C) N=N N=N

Aromatic + opposite charge nearest

Sol.40 (B) aromatic


O
O

aromatic

NO2
5

1 3
Sol.41
O 2N NO2
Br
Br is Bulky So NO2 grp. goes out of plane So C1 — N & C3 — N Bond are of same length &
longer than C5 — N Bond.

Br
Sol.42 (C)
OCH3
CH3O

more stable the carbocation more easy the ionization

Sol.43 (A) Br

Quasi aromatic so more ease ionisation.

Cl
2SbCl5
+2 2sbCl5
Sol.44 (B)
Cl

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Page # 8 Solutions Slot – 1 (Chemistry)

H K
Sol.45 (B)
H

– +
Bu Li P
Base
abstract the H

Sol.46

Aro.

Aro.
(I) (II) (III) 7eqt. st.
+5eqt.st.
most stable
more Rotational
Aro. Aro. energy.

Aro. Anti Aro.

unstable
least Rotation energy

Sol.47 Ans. (I) N


O |
H
(I) 2equivalent (II) more E.N. less E.N.
Aromatic R.S. less delocalisation more delocalisation

CH3–CH=CH–CH=C=CH–C C–CH3

Sol.48
3 2 2 2 2 3
sp sp sp sp sp sp sp sp sp
(A)

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Solutions Slot – 1 (Chemistry) Page # 9

H H
H H
Bond = 19
Sol.49 Bond = 5
H H
H

CH3
C CH3
CMe3
Sol.50 CH3 CH3
CH3 CH3
(I) (II)

CH3
+
C CH3 CHC3
CH3
CH3
Me
H
Me
(III) (IV)
III > II > I > IV Bredt rule

O
y

Sol.51 x
z p

H3C CH 3

CH2
long Resonance
more stablize so abstraction of proton will be fastest at x position.

Sol.52 (C4H 4)2– ⇒ → aromatic

6 πe –

Sol.53 (A) (B) (C) (D)


Anti
Aromatic Aromatic Aromatic Aromatic

Sol.54 (C)

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Page # 10 Solutions Slot – 1 (Chemistry)

CH3 CH3 CH3


HO HO OH HO OH

HO OH HO OH HO + OH
O OH OH

Stable carbocation
+
Tropylium C

Sol.55

H I H I H I

(I) (II) (III)

H H H
Anti Non Aromatic
aromatic aromatic
(III) > (II) > (I)

CH3 CH3

Sol.56 (1) (2)

CH3 CH3

PhLi
Strong Base

CH3 CH3

CH2 CH2

Aromatic Antiaromatic

So phLi reacts readily with 1 But does not add to 2

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Solutions Slot – 1 (Chemistry) Page # 11

Br

Sol.57 (I)
Bridge headed
carbon +ve charge
unstable

Br

+ve charge
stablize by
resonance
(II)

Br Quasi
(III)
Gromatic

Br

(IV) 3o carbocation

III > II > IV > I


↓ ↓ ↓
Q.A. Reso. 3°

Sol.58

Cl

(I) (II) CH2=CH–Cl (III) Et3C–Cl (IV) PhCH2Cl (V) Ph3C–Cl

CH2=CH Et3C Ph–CH2 Ph3C


(2o) (3)+I group
(3o) R.S. more R.S.

Tropylium
Q.Aro.

(A) I > V > IV > III > II

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Page # 12 Solutions Slot – 1 (Chemistry)

N—H N—H
Sol.59 (D)
aromatic

Sol.60

(I) (II) (III)

Extended Cross
conjugation conjugation

O
Sol.61 (A) CH3 CH CH3 Most Stable
+


non-bonding e Bonding

+ CH3
(B) CH3 CH
+
(C) CH3 CH CH3
CH 3
+
(D) CH3 —C
CH 3
Ans. a

⊕ ⊕
Sol.62 (1) Me − C H2 is more stable than MeO − C H2

→ it is false because Me–O–CH2 Me–O=CH2


6e– 8e–
By Resonance stablized
⊕ ⊕
So MeO − C H2 is more stable than Me − C H2 So statement (1) is False.
(2) Me is a +I group where as Me–O is a –I group.

Sol.63 The correct order of these groups were are attached with Benzene ring is–

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Solutions Slot – 1 (Chemistry) Page # 13

CH3
|
CH3—C— > CH3—CH— > CH3—
| |
CH3 CH3

Sol.64 Basic character of Bases :-


NH3 < CH3NH2 < (CH3)2NH
due to +I effect of CH3 so more electron availability on (CH3)2 NH.

Sol.65 (a) Ph—C—OH (b) O—NO2 C6H4COOH


||
O
COOH
NO2(—I) group

(c) P—NO2 C6H4COOH (d) M—NO2 C6H4 COOH

COOH
COOH

NO2(—I) group
NO2—I
more distance near distance
more stable
acidity order
d>c>b>a

Sol.66 (A) —NH2 (B) —NHCH3

—NH2
(C) (D) —CH2—NH2
CH3
No Resonance of lone pair of 'N' So more Basicity

NH2

Sol.67 (A) Aniline

CH2–NH2

(B) Benzyl amine L.P. is localised so Most Basic

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Page # 14 Solutions Slot – 1 (Chemistry)

NH2

(C) P-nitroaniline

NO 2

NH–C–CH3
||
O
(D) Acetanilide Ans. (B)

Sol.68 (D)
. . . .
CH3–CH < CH3–C–CH3< —CH < —CH—
| |
CH3 CH3

Resonance More Resonance

+I
Sol.69 (A) CH3—COOH CH3—C—O
||
O
+I
..
(B) MeO CH2 COOH Me—O.. —CH2—COO

F
|
(C) CF3COOH F—C—COO
|
F –I

Me Me
(D) —COOH —COO
Me Me
Acid strength +I
order :- d<a<b<c

..
CH3—N—CH3
Sol.70 (A) Tri methyl amine ⇒ |
CH3
NH2

(B) aniline =

..
(C) Di methyl amine = CH3—NH—CH3
More electron density on 'N' more Basicity (it is more basic than 3° amine because 3° amine is
sterically hindered)
(D) Methyl Amine = CH3—NH2
Ans - (C)

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Solutions Slot – 1 (Chemistry) Page # 15

Sol.71 Ans-B

CH2
Cl —C— Cl > > CH3—CH—CH3 > CH3—C—CH3
| |
Cl +I groups CH3
-I groups
+I groups

Sol.72 (i) CH3—CH2 (ii) CH2=CH2 (iii) CH2 C

3 2
sp sp sp (more E.N.)
(less E.N.)
Stability order iii > ii > i

3 2 2
sp sp sp

Sol.73 (I) CH3—CH2 (II) (III) (III)


+I

(D) III > IV > I > II sp3 2


sp sp
3

Sol.74
H
H .
. .
(I) (II) (III) (IV)
H . H
H H H H

H .
H .

+
less
resonance

H
.
H

more
resonance
order
III > II > I > IV

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(a) F–CH2CH2COOH F –CH2–CH2–COO
Page # 16 Solutions Slot – 1 (Chemistry)

–I 2 1
(b) Cl–CH–CH2–COOH Cl –CH–CH2–COO
| |
Cl Cl

–I 1
(c) F–CH2–COOH F –CH2–COO less distance
more acidic
2 1
(d) Br–CH2–CH2–COOH Br –CH2–CH2–COO
–I
1
acidity ∝ Ka ∝ ∝ Pkb
PKa
acidity order = c > b > a > d
Pkb order = c > b > a > d

Sol.76 (A) (B) (C) (D)


O
.. O
..
6πe – 8πe – 10πe– 10πe–
aromatic Anti aromatic
(Not aromatic)

N
..
Sol.77
2
sp

..
Sol.78 O O
.. 2
sp hybridised.

Sol.79 (A) O Br O Br
..

..
(B) O
.. O
Br Br

..
N Br N Br
(C) | |
Ph Ph -I

..
N Br N Br
(D) | |
CH3 CH3 +I
Hyperconjugation
(stable)

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Solutions Slot – 1 (Chemistry) Page # 17

..
N
Sol.80 (I) (II) (III)
O |
H
+ ve on 'N'
is more stable
than 'O'.

Both R.S. are neutral & equivalent type


R.S. so more resonance energy.
order of resonance energy. III > II > I.

Sol.81

HClO4
ClO4
|| |
O OH

|
O

Sol.82

AgClO4
Cl ClO4
Ag ClO4

Sol.83

(I) —CH3 (I) —CH3

—CH2 —CH2

Benzylcarbanion

II > I

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Page # 18 Solutions Slot – 1 (Chemistry)

Sol.84

(I) (II) (III)

Fries Rule – More the Benzenold Structure, more ⇒ Order of R.E. per Ring ⇒ I > II > III
will be the Resonance energy

Sol.85 (I) (II)

Non Aromatic Aromatic


R.E. order II > I

Sol.86 (I) (II)


Resonance No Resonance
present
R.E. order I > II

Sol.87 (I) CH =CH—CH (II)


2 2

Non aromatic Resonance


R.E. order - II > I aromatic

+ +
Sol.88 (A) CH3—CH CH—CH2 < CH3—CH—CH CH2
o o
1 2

CH3 CH3

H
<
(B) H

O O—

(C) <

N
Sol.89 (I) (II) (III) ..
O |
N
H
Its Resonating structures are Neutral & Benzene like Resonance
So, maximum aromatic character.

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Solutions Slot – 1 (Chemistry) Page # 19

NH2 H
| |
C–C–C–C
| N N
Sol.90 (A) (B) (C) (D)
NH2 |
H
2° 2°
Ans. B, D

–C–NH–CH3
Sol.91 (a) –COOH (b) –CONHCH3 ||
O

–COCl
(c) (d) –CN (f)
 −C − Cl  N
  ( −C ≡ N)
 || 
 O 
 
These are electron-withdrawing grp.

Sol.92 electron - donating groups


••
(C) − O− COCH3
••
(D) − N H COCH3

..
N N
Sol.93 (B) | |
H H
aromatic
(So l.P. Part in resonance)

..
N
(D) l.P. is in conjugation & paticipate in resonance.
|
H

(E) CH2=CH—CH2 CH2—CH=CH2

CH2
•• ••
Sol.94 (b) CH2 = CH − CH − O (d) CH2 = CH − C ≡ N (e) ..
••
O
..
in these three structure lone pair not in conjugation.

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Page # 20 Solutions Slot – 1 (Chemistry)

Sol.95 Aromatic compounds are

..
N O
..
|
(A) (B) (D)
N
N
6πe– 6πe– 6πe–

H H
KH
Sol.96 (A)
+ H

Aromatic 6πe-

O O

(B) HBr

Aromatic 6πe-

H H
H I
(C)

Tropylium
(Aromatic)

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Solutions Slot – 1 (Chemistry) Page # 21

EXERCISE – II MULTIPLE CORRECT (OBJECTIVE QUESTIONS)

:
NH2 NH2 NH2
:

:
R.S(1) R.S(2)
R.S(3)
:

Sol.1 (B) NH2 NH2


(1) :

R.S(5)
R.S(4)

CH2 CH2 CH2 CH2 CH2


(1)

(C)

(I)

Sol.2 (B)
:

CH3—CH = CH — CH — CH = CH2 and CH3 — CH — CH = CH — CH = CH2


:
:

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

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Page # 22 Solutions Slot – 1 (Chemistry)

(D) and

+
:

:
:

:
Sol.3 H2C — N N : H2C = N = N : H2C = N = N :
(A) (B) (C)
(a) Resonance form
(b) A
(c) C
(d) A,B
(e) B,C
(f) O (zero)
(g) B because –ve charge on N is more stable in compare to carbon
(h) B
because in (C) sturucture C-atom has in complete octact.
: :

Sol.4 (a) :N — N N: and :N=N=N:


:
:

Resonance form
:

:
: :

(b) :N — N N: and :N—N=N:


It is not Resonance form due to different number of .p and B.p.
: :

: :

: :
: :

(c) :N — N N: and :N—N=N:


It is not resonance form due to different number of .p. and B.p.

sp2
:
:

Q.5 (A) CH2 = CH — CH — CH3 (B) O

sp2

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Solutions Slot – 1 (Chemistry) Page # 23

:
O:

:
CH2
CH 3— C

: :
(C) O: (D) sp2
2
sp

Sol.6 HC C — C CH in it all carbon are sp hybridized, so C — C σ-bond is shorter than both CH3
— CH3 & CH2 = CH — CH = CH

CH2

Sol.7 (a) (i) (ii) CH2 = CH — CH2


more R.S.
more stable

(b) CH2 — CH2 and CH2 = CH


3αH

CH2
CH2
(c) (I) and (II)
do not show
Reso. It shows
Reso.
:

CH3— N — CH
CH3 — CH — CH3 3

(d) (I) CH3 — C — CH3 (II) CH3— C — CH 3

hyper conjugation p-orbital Reso.

Sol.8

O O
(a) CH3 — C — CH2 CH3 — C = CH2

R.S (1) R.S (2)

O O
(b) H — C — CH = CH — CH2 H — C — CH — CH = CH2
R.S (1) R.S (2)

O
H — C = CH — CH = CH2
R.S (3)

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Page # 24 Solutions Slot – 1 (Chemistry)

CH2 CH2 CH 2 CH2 CH2

(c)

R.S(1) R.S(2) R.S(3) R.S(4) R.S(5)

(d)

O O O O
:
:

(e)
:

R.S(1) R.S(2) R.S(3) R.S(4)

R.S(5)

(f) :NH :NH

R.S (1) R.S (2)


:

(g)
: :

O O
:

(h)
:

O O O

(i)

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Solutions Slot – 1 (Chemistry) Page # 25

CH3 — CH = CH — CH = CH — CH — CH3 CH3 — CH = CH — CH — CH = CH — CH3


R.S (1) R.S (2)

CH3 — CH — CH = CH — CH = CH
R.S (3) CH3

(j) CH—
3 CH = CH — CH = CH — CH2 CH—
3 CH = CH — CH — CH = CH2

CH3— CH — CH = CH — CH = CH2
:

(k) CH=
2 CH — CH — CH = CH2 CH—
2 CH = CH — CH = CH2

CH2= CH — CH = CH — CH2

O O
C CH3 C CH3
:

() CH3 — CH 2 C CH3— CH 2 C


H H
R.S (1) R.S (2)
:

(m) CH3— CH — Cl : CH3— CH = Cl:


:
:

R.S. (1) R.S. (2)

(n)

R.S (1) R.S (2) R.S (3)


:

R.S (4)

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Page # 26 Solutions Slot – 1 (Chemistry)

:
Sol.9 (A) (CH)3 2— CH — NH 2 (CH)3 2— CH = NH2
R.S. (1) R.S. (2)

(CH)3 —
2 C — NH 2

R.H.

Stability
R.S. (1) < R.S. (2)

:
:O: :O:
C C
: :

NH2 NH
(B) CH3 CH3 :

R.S. (1) R.S. (2)

O
C
CH3 NH

R. H.

Stability order
R.S. (1) < R.S. (2)
:

Sol.10 CH3 — C — O — H CH3— C= O — H


:

O O
R.S. (1) R.S. (2)
:

CH3— C — O — H
:

O
R.S. (3)

CH3 — C — O — H
O
R.H.

Stability order
R.S. (3) < R.S. (2) < R.S. (1)

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Solutions Slot – 1 (Chemistry) Page # 27

O O
Sol.11 CH3 — C CH3— C
O O
R.S. (1) R.S. (2)

R.S. (1) & R.S. (2) both are eqt. type R.S. so both C — O bond length are equal in the
acetate anion.
:

:
CH3 — CH — C N: CH3 — CH = C = N:
Sol.12 (a)
R.S. (1) R.S. (2)

Stability order
R.S.(2) > R.S. (1)
R.S. (2) is more stable
So its major contribution in R.H.

O O

(b) CH3 — C = CH — CH — CH 3 CH3— C — CH = CH — CH 3


R.S. (1) R.S. (2)

O
CH3— C — CH = CH — CH 3
R.S. (3)

Stability order
R.S. (3) > R.S. (2) > R.S. (1)

O O O O
(c) CH3 — C — CH — C — CH 3 CH3— C = CH — C — CH 3
R.S. (1) R.S. (2)

O O

CH3— C — CH = C — CH 3
R.S. (3)

Stability order
R.S. (3) = R.S. (2) > R.S. (1)
∵ both R.S. (2) & R.S. (3) are eqt. type R.S.

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Page # 28 Solutions Slot – 1 (Chemistry)

(d) CH3— CH — CH = CH — N = O CH3 — CH = CH — CH — NO 2


R.S. (1) R.S. (2)
O
Stability order
R.S. (2) > R.S. (1)

:
NH2 NH2
(e) CH3 — CH2 — C — NH2 : CH3 — CH2 — C = NH2
R.S. (2)
R.S. (1)
NH2

:
CH3 — CH2 — C — NH2
R.S. (3)

R.S (2) and R.S. (2)


are eqt type R.S. so
Stability order
R.S. (3) = R.S. (2) > R.S. (1)

CH3 CH3
Sol.13 (a) CH3 — CH2 — C = CH — CH2 CH3 — CH2 — C — CH = CH2

R.S.(1) R.S.(2)
[1º-carbocation] [3º-carbocation]

Stability order
R.S. (2) > R.S. (1)
R.S. (2) is more stable R.S. so it have major contribution in resonance hydbrid

CH2 CH2

2º carbocation
(b)

R.S (1) R.S (1)


:

CH2— N(CH3)2 CH3= N(CH3)2


(c) R.S. (1) R.S. (2)
[incomplete octact] [complete octact]

So R.S (2) > R.S. (1)

O O
: :

CH3 — C — O — H CH3— C = O — H
:

(d)
R.S. (1) R.S. (2)
[neutral species] [Charged species]

So,
R.S. (1) > R.S. (2)

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Solutions Slot – 1 (Chemistry) Page # 29

(e) NH2— C N NH2= C = N

R.S. (1) R.S. (2)


[neutral] [Charged]

R.S. (1) > R.S. (2)

O O
C C
:

O—H H OH
Sol.14 (a) H
:

:
R.S. (1) R.S. (2)
[neutral] [Charged]

R.S. (1) > R.S. (2)

(b)
N N
:

R.S. (1) R.S. (2)


[Complete octact] [incomplete octact]

R.S. (1) > R.S. (2)

CH2 CH2
(c)
R.S. (1) R.S. (2)
[Aromatic] [Anti Aromatic]

R.S. (1) > R.S. (2)

(d) CH2 — CH = CH — O CH2 = CH — CH = O


R.S. (1) R.S. (2)
[incomplete octate] [complete octate]

R.S. (2) > R.S. (1)

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Page # 30 Solutions Slot – 1 (Chemistry)

O O
(e)
N N
| |
H H
[O has +ve charge] [N has +ve charge]
R.S.(1) R.S.(2)

R.S. (2) > R.S. (1)

Sol.15 (a) CH2— O — CH3 CH2 = O — CH 3

R.S. (1) R.S. (2)


[Incomplete octate [complete octact
less stable] more stable]

(b)
R.S. (1) R.S. (2)
[Unstable or less stable]

O O
(c) C C
H CH2 H CH2
R.S. (1) R.S. (2)
[O has –ve charge more stable] [C has –ve charge unstable or less stable]

O O NH
(d) C NH C
H H H H
R.S. (1) R.S. (2)
[O has –ve charge more stable] [N has –ve charge so less stable]

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Solutions Slot – 1 (Chemistry) Page # 31

(e)

CH2 CH2
R.S. (1) R.S. (2)
[Anti Aro.] [Aromatic]

Sol.16 (a) True


Resonance is a Intramolecular process
(b) False
Resonance involves delocalisation of π-electron not σ-electron
(c) True
Resonance involves delocatization of π-electron and lone pair
(d) True
Resonance decreses potential energy of a molecular and increases the stability.
(e) False
Resonance decreases the P.E.
(f) False
Resonance is not only way to increases the stability
(g) True
Resonance is not the only way to increase molecular stability
(h) False
not always
(i) False
Canonical structure not explain all features of a molecular.
(j) True
The resonacne hybrid explains all features of a molecule.
(k) False
Resonating structure are in inaginary but Resonating hybrid are Real.
() True
(m) True
Resonance hybrid is always more stable than all canonical structures.

Sol.17 (a) Resonating structure which are equivalent having more resonance energy

(b) The structure which are aromatic they have more energy.

Q.18 (a) If structure has more number. of π-bonds then the structure will be more stable.

(b) If the structure which has complete octact of atom which is more stable

(c) Cyclic delocalization of (4n + 2) π electron canonical structure is more stable than
acyclic delocalization of (4n + 2) π electron.

(f) A cononical structrue which as –ve charge is on more electro negative atom is more
stable in compare to –ve charge is on less electronegative atom.

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Page # 32 Solutions Slot – 1 (Chemistry)

Sol.19 (a) CH3 — C — O — H and CH3 — C — O– Na+


O O
R.S. (1) R.S. (2)
Ionic compound

R.S (2) has higher Resonance


energy because it is ionic compound.

COO O
and
(b)

R.S. (1) R.S. (2)

eqt R.S.
So it has higher Resonance energy

and

(c) Isolated system Fussed system


so it has higher
Resonance energy

(d) and CH2= CH — CH = CH — CH = CH 2

Aromatic Non - Aromatic

O—C—O and H—C—O


Sol.20 (a) O O
More Resonance Less Resonance

and CH2 = CH — CH2


(b) Anti Non -Aro
Aro

(c) and CH2 = CH — CH = CH2


Anti
Aro

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Solutions Slot – 1 (Chemistry) Page # 33
Non - Aro

(d) and CH2 = CH — CH2

Aro Non -Aro

OH
Sol.21 (a) and

Fries Rule : - More will be the benzoid like structure more will be the Reso. energy

(b) and

2- benzene 1- benzene

O O
(c) and

Cross Extended
conjugation conjugation

(d) CH2 = CH — OH and CH2 = CH — CH = CH — OH


less Reso. more Reso.

(e) and
Cross Extended
Conjugation Conjugation

Sol.22 (a) and


: :

O OH
sp3 Carbon
Aro. Non-Aro

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Page # 34 Solutions Slot – 1 (Chemistry)

(b) and CH2

Aro. sp3 Carbon


Non-Aro

sp3 carbon
(c) and
NO2
NO2
Aro Non - Aro

O
O
(d) and
O
O

O
O

O
O

here +ve charge here +ve charge


have more have less distance
distance

and
:

: :

(e) N O
H
N is less electronegative atom in compare to O atom so O atom can not denote the l.P. easily
in Reso.

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Solutions Slot – 1 (Chemistry) Page # 35

and

:
N N
Q.23 (a)
: H
eqt. R.S.

:
(b) CH2 = CH — O — CH = CH2 and CH2 = CH — NH — CH = CH2
:

O atom is more N atom is less E.N.


electronegative atom atom in compare to
O - atom

(c) CH2 = CH — NH and NH = CH — NH

-ve charge on -ve charge on N atom


C-atom is stable is more stable in
compare to C-atom

CH2
(d) and CH2= CH — CH 2

Non - Aro
Aro

(e) CH2 = CH — F and CH2 = CH — Br


2p ← 2p 2p ← 4p

Sol.24 (a) CH3 — CH — Br and CH3 – CH2 – Cl


↑ ↑
here Cl atom is more
E.N. in compare to Br
:

(b) CH3 — CH = CH — Br : and CH3— CH — CH 3


:

: Br :
Reso.
:

O
(c) C
and CH3 — CH2 — Cl
: :

CH3 Cl

Reso.

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Page # 36 Solutions Slot – 1 (Chemistry)

CH2 = CH — CH = CH2 and CH2= CH2 — CH2 — CH2


(d)
Resonance No Resonance

CH3
(e) and
CH2 — CH3 C2H5

Sol.25 (a) and CH2 = CH2

(b) CH3 — C CH and HC CH

(c) CH2 = CH CH = CH2 CH2 = CH CH = CH2


C C
and
CH2 CH2
Single Side Reso. Both Side Reso.

O O
(d) C and C
:

H2N NH2 CH3 NH2

Both Side Reso. Single Side Reso.

O O
(e) C and C
:

Cl Cl CH3 Cl :
:

Both Side Reso. Single Side Reso.

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Solutions Slot – 1 (Chemistry) Page # 37

O O
(f) C and C

:
:
HN
2 : NH2 H NH2

Both Side Reso. Single Side Reso.


so more Single more double character
character

Sol.26
:

:
H2N H2N H2N

(i) (ii) (iii)

O atom is more E.N. atom so this compound have double bond character.

Sol.27

(a)

NO2 CH3 Cl
–M +I –I
–I

(b)

Aro Non Aro Anti Aro

Sol.28 (a) N : Planer, cyclic, 6 πe–, so compound is Aro..


: :

(b) : S : Aromatic
:N

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Page # 38 Solutions Slot – 1 (Chemistry)

3
sp

(c) Non - Aromatic


: :
O

(d)
: :

O :O
Aromatic

O O O
:

(e)
: :

O O O
:

Aromatic

(f)
:

N
sp3
H
non - Aro
:
:

NH2 NH2
:N
(g)
:

: :

N O N O
H Aromatic

Sol.29

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Solutions Slot – 1 (Chemistry) Page # 39

nC3H7

nC3H7

nC3H7
:

Aro nC3H7
Aro

Sol.30

sp3

(A) (B)

H H 3
sp
non - Aro.

Aro.

O O O O O O

Sol.31
O O O O O O

O O
O O

O O
O O

Sol.32
HOC α number of Carbon in hydrocarbon

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Page # 40 Solutions Slot – 1 (Chemistry)

1
HOC α
Stability of isomeric Alkene

(a) CH3 — CH2 — CH2 — CH2 — CH2 — CH = CH2


2αH

(b) CH3 —CH — CH2 — C = CH2


CH3 CH3

(c) CH3 —C = CH — CH — CH3


CH3 CH3

CH3
(d) CH3 —C — HC = CH — CH3
CH3

CH3 CH3

(e) CH3—C — C = C — CH3


CH3 H
8-Carbon

CH3 CH3

or
Sol.33 (a)

or
(b)

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Solutions Slot – 1 (Chemistry) Page # 41

(c) or

Sol.34 A + 3H2 Pd / c
 →
B D

if reduction of A ring then all ring will be Aromatic

Sol.35 (I) (A) (B)


long Reso

(D)

1
HOH
stability of isomeric Alkene

(II)
(A)
Reso

(C)

CH3 CH3 O

(b) CH3 and CH3 (C) and


Reso
1 1
HOH HOH
stability of isomeric Alkene stability of isomeric Alkene

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Page # 42 Solutions Slot – 1 (Chemistry)

CH3 H CH3 CH3


C=C C=C
(d) H CH 3 and H H
Trans-form cis-form
1
HOH
stability of isomeric Alkene
CH 3 CH3
(e) CH2=CH CH and CH2 = C
CH 3 CH2 — CH3

1
HOH
stability of isomeric Alkene

Sol.36 (A) (i) (ii)

9t has not any 2π bond are in


conjugative system conjugation

(iii) (iv)

here 3π bond are in Aromatic


conjugation

(B) (i) (ii)

It has not any conjugative 2π bond are in conjugation


system

(iii)

3π-bond are in conjugative

Sol.37

(a) and (b) and


not Reso Reso
1
HOH HOH α num of π − bond
stability of isomeric Alkene
(C) CH3—CH=CH—CH3 and CH3—CH2—CH=CH2
6αn 2αH
1
HOH
stability of isomeric Alkene

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Solutions Slot – 1 (Chemistry) Page # 43

CH 2

(d) CH 3 and

1
HOH
stability of isomeric Alkene

CH—CH—Cl
Sol.38 (a)CH2=CH—Cl: 3 2

Reso no Reso


CH=CH—O—CH
2 3

(b) CH2=CH2
here due to Reso
There is double bond char

CH3—SH CH3—OH

(C)
CH3—S CH3—O
Size of O-atom is less in Compare to s-atom

(d) CH3—CH2—NH2
CH2=CH—NH2
This lp is localized This l.P. is not
localized
CH3
CH3—C
Sol.39 (i) (a) CH —CH (b) CH — CH — CH (c)
3 2 3 2 3
CH3
3αH 6αH 9αH

(ii) (a) (b) (c)

(iii) (a) (b) (c)


7 H

(iv) (b) CH—CH—CH


3 3 (c)
H

(v) (a) (b) (c)

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Page # 44 Solutions Slot – 1 (Chemistry)

(vi) (a) (b) (c)

CH3
C
(vii) (b) CH 3—CH—CH3 (c) CH3
CH3
more E.N has -ve 2º Anion 3º—Anion
charge is more
stable

(viii) (a) (b) (c)


1º Anion 2º Anion 3º Anion

(ix) (a) (b) (c)


1ºAnion 3ºAnion 2ºAnion

(x) (a) more will be the (b)


angle strain less
will be the stability

(c) (d)
It stable
In chair
on boat form

(xi) (a) (b) CH =CH (c) CH3—CH2


2

more E.N have the -ve charge then It will more stable then less E.N. have -ve charge
(xii) HC C (b) CH2=CH (c) CH3=CH 2
more E.N. have free Radical then It will less stable In compare to free Radical on less E.N.

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Solutions Slot – 1 (Chemistry) Page # 45

CH2 CH2

CH2

Sol.40 (i) (a) (b) (c)


N
O OMe
O
–M, –I +M, –I

CH2
CH2

(ii) (b) N
Cl O O
–I –M, –I

CH2

CH2

(c) (d)
CN
–M, –I

→ –NO2 shows more –I effect from –CN

CH 2
CH2 CH2
OH
(iii) (a) (b) (c)
OH OH
+M, –I –I
+M

CH2
CH2

(iv) (a) (b)


Cl
F Cl shows vacant
d-orbital

(v) (a) CH2—CH=O (b) CH2—CH 3


Reso

O O O

(vi) (a) (b) (c) not shows


both side Single side
Resonance Reso. Reso.

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Page # 46 Solutions Slot – 1 (Chemistry)

CH2 CH—CH
2 2

(vii) (a) (b) (c) charge is not


whole compound hyper distributed It is
Shows Reso. Conjugation delocalized

SP2 carbon SP2carbon

(viii) (b) (c)


whole compound
Shows Reso. SP3 carbon SP2carbon

(ix) (a) whole compound (b) whole compound do


Shows Reso. not shows Res.

(x) (a) hyper- (b)


Conjugation Reso.

(c) (d) charge is not


more distributed
Reso It is localized

(xi) (b) (c)

CH2

CH2
CH2 H
C H
H
H C H
H
(xii) (a) (b) (c)
H C H Reso
Reso Reso +I
+I H
+hyper hyper
conjugation

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Solutions Slot – 1 (Chemistry) Page # 47

CH2

(xiii) (b)
CH3

CH2 CH 2

(c) (d)
CHMe 2 CMe3

Sol.41 (i) (a) (b)


Reso
Not Shows Reso.

(ii) (a) (b) (c) less (d)


repulsion repulsion

(iii) (a) (b) (c)

(d) (e)

(iv) (a) (b) (b) because of more


Reso. Its losses
the energy

(v) (a) (b) (b)

(vi) (a) (b)

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Page # 48 Solutions Slot – 1 (Chemistry)

(c) (HOH per benzeue


ring)
more Reso
more Energy loss
e HoH
loss

(vii) (a) (b) hyper conjugation


Resonance

(viii) (a) (b)


Reso. hyper conjugation

1
HOHα
stability of isormeric Alkenes

Sol.42 (i) (a) (b) (c)


6-carbon 7-carbon
8-carbon

HOC α num of Carbon in Hydrocarbon

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

HOC α num of Carbon in Hydrocarbon

more repulsion

(iii) (a) (b) less


repulsion

1
HOHα
stability of isormeric Alkenes

(iv) (a) (b) (c)


3-Carbon
4-carbon 5-carbon
HOC α num of Carbon in Hydrocarbon

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Solutions Slot – 1 (Chemistry) Page # 49

a
H—CH2
d
H—CH—CH—C—CH3
c b
He H H
Sol.43

CH2
fH

1
C–H Bond Energy α
stability of Carbon free Re dical
Stability order of
Carbon free Radical .. d>f>b>c>a>e
There fore C — H Bond energy .. d<f<b<c<a<e
L.R
Sol. 44
2 C2H5OH+ 2Na 2C2H5ONa+H2
excess 46 gm
46
= 2 mole
23
2 mole sodium gives = 1 mole of H2
⇒ 2 mole sodium gives = 1 mole of H2

w.t.
mole =
mole cular w.t
wt.
⇒1= ⇒ wt. = 2gm
2
Sol. 45. Anthracene is 14 π e– s system
i.e. there are 7π bonds
Expected (theoritical) heat of hydrogenation
= – 28.6 * 7 = –200.2 Kcal/mol
Observed (experimental) heat of hydrogenation = – 116.2
R.E = obseved value – Expected value
= – 116.2 – (–200.2)
= 84 Kcal/mol

N
H
Sol.46 (a) N or This lone Pair is localized so
H It shows the max. electron density
on benzene ring

O O

(b) NH—C—CH3 or NH—C—CH3

one side Reso both side Reso So less


e-density on Its oxygen
atom

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Page # 50 Solutions Slot – 1 (Chemistry)

EXERCISE – III SUBJECTIVE QUESTIONS

Sol.1 (A)
(R) Aromatic Compound

(B)
(S) Anti Aromatic Compound

:NH
(C)
(R) Aromatic Compound
:

N
H

H
N
:

(D) (R) Aromatic Compound

(P) Hybrid state of each atom sp2


Sol.2 (A)
(T) Obeys huckel's Rule
2
(P) Hybrid state of each atom is sp
(B)
(S) Non - Aromatic

sp3 carbon

(C) (S) Non - Aromatic

(P) Hybrid state of each atom sp2


(D) (Q) Anti Aromatic

(P) Non - Aromatic


:

Sol.3 (A) NH
(R) Resonance

(P) Non - Aromatic


(B)
(R) Resonance

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Solutions Slot – 1 (Chemistry) Page # 51

(P) Resonace
(C)

: :
O (R) Aromatic

(P) Non - Aromatic


(D)
(R) Resonance
: :

:
Sol.4 (A) CH3 — O — CH2 or CH3 — NH — CH2
O atom is more E.N. atom form N -atom so O-atom can not denote the l.P easily from N-atom
in Resonance so
(Q) Second is more stable than first
(R) Not Resonating structure of each other
(S) Resonance is present in both carbocation

:
(B) CH3 — O — CH2 — CH2 or CH3 — O — CH2
:
(Q) Second is more stable than first
(R) Not Resonating structure of each other

(C) or

Reso. (SIR effect)

(P) First is more stable than second


(R) Not Resonating structure of each other

CH2CH3 CH—CH3
(D) or

Reso.
(P) First is more stable than second
(R) Not resonating structure of each other.

EXERCISE – IV ADVANCED SUBJECTIVE QUESTIONS


H
H
Sol.1 N C —C =C
2 2
H
sp sp sp sp

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Page # 52 Solutions Slot – 1 (Chemistry)

: :
Sol.2 CH2 = CH — CH = O CH2 — CH = CH — O:
R.S. (1) R.S. (2)

CH2 — CH — CH — O
R.H.

2
sp2 sp
Sol.3 (A) H — C — O — H (B) NH2 — C — NH2
O O

CH3 sp2
(C) CH3 — C — CH 3 (D) CH3 — C — H
OH sp3 O

H
H
Sol.4 H—C C—C=C
H
7σ and 3π

H—C C — CH = CH2
Sol.5 2 2
sp sp sp sp

Sol.6 Carbon atom is less E.N. from N atom and N atom is less E.N. from O atom
Strength order of base
– – — –
CH3 — CH2 > NH2 > H — C C > OH

NH2 NH2

Sol.7
(i) (ii)

II is not an acceptable canonical structure because the nitrogen has 10 valence electrons.

CH2 CH2 CH 2
CH2

Sol.8 (A) (B) (C) (D)


NO2 Cl OCH3
–M –I +M

Stability of carbo cation α + M, + H, + I


1
α − M,−H,−I

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Solutions Slot – 1 (Chemistry) Page # 53

OH OH OH OH

Sol.9 (i) (ii) (iii) (iv)

NO2
CH3 NO2

O
O O O

NO2 NO2
CH3 –I
+I –M

order IV > III > I > II

O
(i) (ii) (iii) (iv)

:
:

:
Sol.10 3
N sp3 2
N sp2 N N
:

sp sp
carbon carbon
carbon carbon H
H H

Sol.11 (A) HC CH (B) C6H6 (C) C2H6 (D) CH3OH

+ + + +
–H –H –H –H

HC C C6H5 C2H5 CH3 – O


HC C (CH3— CH2 ) CH3 — O

–ve on more E.N. atom is most acidic

O—N=O O—N—O O =N = O O—N= O

Sol.12 (A) (B) (C) (D)

O O O O

In C option N atom has 10 valency electron so it is most unlikely representation.

CH3 — CH2 — CH2 — C — CH2 — CH3


Sol.13 (A) (B)
O

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Page # 54 Solutions Slot – 1 (Chemistry)

Active methylene
group
CH3 — CH2 — C — CH2 — C — CH3
O O
CH3 — C — CH 2 — CH2 — C — CH3 CH3 — CH2 — CH2 — C — C — CH3
(C) (D)
O O O O
Due to presence of active methylene group B is more acidic

:
NH2 NH2

:
:

NH2
NH2

Sol.14 (A) (B) (C) (D)


NO2
NO2 CH3
–M –I +H
:

NH
CH3 — C

:
Sol.15 (i) (ii) CH3 — CH 2 — NH2
NH2
:

O
(iii) (CH3)2NH (iv)
CH3 — C — NH2
More the electron donating group or electron releasing group more the basicity.

CH3 CH3 CH3 — C C — CH3


Sol.16 (A) (B)
CH = CH opposite direction

(C) HC C — CH2 — CH 3 (D) CH2 = CH — C CH

Due to linear geometry and symmetry

CH3 — CH — COOH CH2 — CH2 — COOH


Sol.17 (A) (B)
F(—I) group F(—I) group

CH2 — CH2 — COOH CH3 — CH — COOH


(C) (D)
Br (–I) Br (–I)
Acidic stength α dissociation constant

H H

Sol.18 H C=C—C C—H


2 2
sp sp sp sp

Cl

Sol.19 C
H
H
H
Vector addition of this compound is more

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Solutions Slot – 1 (Chemistry) Page # 55

H
O
CO OH

2 mole of NaNH2 Product (A)


NO2
Sol.20

CH
HO

Acidity order

COOH OH OH

> >
NO2

O
CO OH

NO2
CH
Electron withdrawing
group
O

NH3 NH3
Sol.21 z
y

COOH
x

NH2 NH2
z
y

COO
x

–COOH is more acidic


–NH3 & – COOH both e– with drawing groups are nearest so most acidic.

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Page # 56 Solutions Slot – 1 (Chemistry)

SO3H
–+
CH3COONa (excess)
Sol.22 (aq. solution)
SO3Na
Me

– Me
SO3H SO3Na+
O O
– +
+ CH3 — C — O Na + CH3 — C — OH

Me Me

S. Acid S. base w. base w. Acid

l.p – l. p repulsion
:

: :

Sol.23 H2C = CH — CH — CH — O — CH3

SO3H SO3Na

NaHCO3
Sol.24 + H2CO 3 H2O + CO2

–+
OH ONa

NaHCO3
+ H2CO 3 H2O + CO2

NO2

OH
OH OH OH
OH
Sol.25 (i) (ii) (iii) (iv)
OH
OH
Effective H-bond bonding
B.P α intermolecular H-bonding which is iii > ii > i > iv
α molecular mass

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Solutions Slot – 1 (Chemistry) Page # 57

Repulsion

O
Sol.26 N
O

COOH hydrogen bonding


COOH
OH
Sol.27

OH
B.P. α inter molecular H-bonding

Sol.28 eg. CH3 – CH = CH2


H H
⇒ H — C — CH = CH2 H — C = CH — CH2
H
H

It means σ (sigma) Convert into π (pie)


⇒ σ – π overlap
ct
fe
I ef
+
: :

Sol.29 (i) +I O O
ct
:

fe
ef

(ii)
2º carbocation
: :

(iii) O O
+I effect
:

(iv)
1º carbocation

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Page # 58 Solutions Slot – 1 (Chemistry)

OH OH COOH COOH

Sol.30 (i) (ii) (iii) (iv)

Cl CH3

eqt.R.S. eqt.R.S.
– –
O O COO COO

Cl CH3
–I +H

Ph - COO– is more stable than PhO—

incomplete octact

Sol.31 (i) H2C = N = N (ii)


H 2C — N = N

H2C — N = N
(iii) (iv) H 2C — N = N
P-orbital
-ve on less E.N. atom
Resonance

Sol.32

H H
1 2 3 4 5
H3C — C — C — C — CH3
:OH H CH3
:

H H
H3C — C — C — C — CH3
:OH H CH3
:

P-orbital Reso.

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Solutions Slot – 1 (Chemistry) Page # 59

OH COOH COOH COOH


OH
Sol.33 (A) (B) (C) (D)

NO2 OH CH3

– –
O COO COO COO
OH

NO2 OH Intramolecular
CH3
–I H-Bonding
–M, –I

Sol.34 Acidic order –SO3H > – COOH > – OH

OH OH

(A) CH3—C—O—H (B) (C) (D) Et — OH


O
OCH3 NO2

O O
CH3—C—O
Et > O
O
eqt. R.S.

OCH3 NO2
+M –M

H
H3C
CH3
C= C
Sol.35 (A) CH3 — C — CH3 (B) H CH2
CH3 CH3

H3C CH3
CH3 CH3
CH2 CH2
CH3 — C — C — CH3
(C) C= C (D)
CH3 CH3
H H

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Page # 60 Solutions Slot – 1 (Chemistry)

Symmetrical molecular have Zero dipole moment

Sol.36
An aromatic molecule will
→ have (4n + 2) π electron
→ be planer
→ be cyclic

:
O:
Sol. 37 NH3 — CH2 — CH2 — CH2 — CH2 — CH — C

: :
O:
NH2

:
:

because —NH2 and –COO– both have lone pair

Sol.38
CH3 CH2—CH3

This compound have 6 α H So It form six hyperconjugative structure.

EXERCISE – V(A)
HH
H H CH3
|
H C–C–CH | H3C–C–C–CH2
Sol.1
HH
HH
2° Carbocation 3° Carbocation
(5 α H) (9 α H) (2 α H) 1º carbocation

3
sp
sp sp
2
H H H
H H sp 2
| | |
H H | | H
H–C–C–C–H
C=C=C H–C–C=C | | |
Sol.2
H H | sp3 2H 3H H H
sp
2
H sp sp 3
sp
Propadiene Propene Propane

.. ..
NO2 NH2 OH

Sol.3

Nitrobenzene Aniline Phenol



In Acidic medium –NH2 group became − N H3 which is most acidic

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Solutions Slot – 1 (Chemistry) Page # 61

Sol.4

→ cyclo propane is most strained due to high angle strain

3
sp carbon
CH3–CH2–CH2–CH3
Sol.5
sp3
carbon

Sol.6 A Vicinal diol has two hydroxyl group on adjacent carbon atom
H2C—H2C
| |
OH OH

+I group +I group
.. CH3 CH3 ..
NH2 .. NH2
N ..
NH2

Sol.7
CH3 NO2
+I group CH3
–I, –M
+I group

CH3
Sol.8
2
sp carbon which is Trigonal planer

Sol.9

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Page # 62 Solutions Slot – 1 (Chemistry)

CH3

CH4

.
–H
.
–H
. .
CH2 CH3
Methyl Radical

Resonance

Sol.10 The kind of delocalisation involving sigma bond orbitals is called hyperconjugation.

H H
| |
H
Sol.11 2 C=C–C=CH 2 H2C–C=C–CH2
| |
H H
1, 3-butadiene || |

CH2 CH CH CH2
3 3
sp c sp c

CH3—CH2—CH2—CH3
3 3
sp c n-butane sp c

Sol.12
CH2=CH CH CH
less S-character more S-character
less E.N. more E.N.
more basic less basic

Sol.13 Anhydroush AlCl3 is more soluble in diethyl ether


Cl
Et ... Et
O. Al O—AlCl3
Et Cl Cl Et
Vacant
orbital
Cl
H .. H
. + Al
O. O—AlCl3
H Cl Cl H
Complete
Octact

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Solutions Slot – 1 (Chemistry) Page # 63

octact complete

Sol.14
Acidity α Ka

COOH COOH COOH COOH


COOH

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

Me Cl OMe NO2

COO COO COO COO

COO

CH3 Cl OMe NO2


+I –I +M,–I –M,–I

.. ..
Sol.15
. .
...
OH O–H
.. .O–H

NH3
NH3

Sol.16

F –I group

.. SiMe3
|
N N
Sol.17
Me Me SiMe3 SiMe3
Me
Pyramidical Trigonal planar

Given compounds are not isostructural delocalised of l.p. of nitrogen in vacant d-orbital of
silicon makes compound planar.

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Page # 64 Solutions Slot – 1 (Chemistry)

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