FIITJEE GOC CLIP

Name: Batch:.........................

1. Which of the following compounds are aromatic? Are any antiaromatic.

CH2 H
N
N
(i) (ii) (iii) (iv)
N O
N
H
H
CH2
(v) (vi) (vii) (viii)
N
N +
N H

2. Which ion in each of the followings pairs is more stable?

(a) or (b) or (c) or

CH3
(d) (or) H3C C CH3
CH

3. When the following ionizes, is Cl or Cl+ formed?

Cl

4. In what direction is the dipole moment in

CH2

(a) (b)

fulvene calicene
Explain.

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5. Which compound of the each of the following pairs is a stronger base? Why?

NH2 NH
(a) (or)
N (b) (or)
H3C CH CH3 H3C C NH2
N
H
NH2 CH3 CH3
N
N
CH3 (d) (C2H5)3 N (or)
(c) (or)

CH3

6. Arrange the following increasing order of the their Acidic nature

COOH COOH COOH COOH COOH

(i)

C NO2 OCH3 CH3

H3C O

NH3 NH3 NH3 NH3 NH3

(ii)

NO2 CH3 Cl H C O

7. Classify the following into electrophilic and nucleophilic reagents :

(a) H+ (b) Cl (c) NH3 (d) NO2 (e) CN (f) H2O (g) Br (h) ROH (i)
BF3
(j) RNH2 (k) AlCl3 (l) ROR (m) carbocations (n) carbanions
(o) SO3H (p) BeCl2 (q) I (r) SnCl4 (s) :CCl4 (t) :P(cH3)3 (u) CH2=CH2

8. Select more stable species in each of the following pairs ?

CH2 CH CH2 CH2
2

or or

NO 2 NO2 OCH3
(a) (b)

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CH2 CH2 CH2 CH2

or or

OH OCH3 CH3
(c) (d) Cl

9. Identify more stable species in each of the following pairs ?

CH2 CH2 CH2 CH2

or or

CH3 OCH3 NO 2
(A) (B)
CH2 CH2 CH2 CH2
NO 2

or or

NO2 COOH NO2

(C) (D)

10. Identify more stable species in each pair given below :

O O

O COO OH
or

or

(A) (B) OH
COOH COOH

CH2
or

(C) CH3 NO2 (D)

CH2

or
(E)
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 FIITJEE GOC CLIP
SOLUTIONS
1. Compounds (i), (iv), (vi) & (vii) are aromatic cyclic, planar, conjugated with (4n + 2) e s
Compounds (v) & (viii) are anti aromatic cyclic, planar, conjugated with 4n es
Compounds (ii) & (iii) are nonaromatic i.e, neither aromatic nor anti aromatic stability order.

2. (a) i > ii (b) i < ii (c) i > ii (d) i > ii

3. Cl ion is formed because the cation formed is highly stable aromatic ion.

4.
CH2 CH3 CH2

(a)

fulvene (aromatic)
(more stable)

(aromatic)
(more stable)

5. (a) (i) > (ii) (Q l.p of electrons on N atom in (ii) are involved in delocalization the basic character
decreases).
(b) (i) < (ii) (due to l.p. conjugates in (ii), the basic strength increases).
(c) (i) < (ii) (due to l.p. conjugation ion (i) the basic strength decreases whereas in (ii) the basic
strength is increased due to observe of l.p. conjugation as streic . Make the conjugation
difficult.
(d) (i) < (ii) steric strain is maximum in (i) than in (ii)

1
6. Acidic strength EWG strength stab. Of conjugate base.
EDG strength
(i) c < d < e < a < b (ii) b < c < d < e < a

7. Electrophilic reagents : a, d, g, i, k, m, o, p, r, s,
Nucleophilic reagents : b, c, e, f, h, j, l, n, q, t, m

8. Stabilit of carbocations a strength of electron releasing group

1

strength of electron with drawing group
(i) I > II (b) I < II (c) I > II (d) I > II
1
9. Stability of anions strength of electron withdrawing group.
strength of electron relea sin g group
(i) I > II (b) I < II (c) I > II (d) I < II
10. (a) I < II (b) I < II (c) I < II (d) I < II (e) I < II

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FIITJEE GOC CLIP

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