SUB: CHEMISTRY
PAVAN KUMAR KASU
In which of the following molecules, the substituent does not exert its resonance effect
⊕
(A) C6H5NH2
(D) C6H5Cl
Which of the following species would be expected to exhibit aromatic character?
(III)
(II)
(I)
3:
(C) C6H5OH
(A) I and IV
The compound
(IV)
(B) II and IV
(C) I and III
(D) II and III
TV
X
.N
2:
(B) C H NH
6 5
3
ET
1:
ELECTROPHILIC AROMATIC SUBSTITUTION
Y
(where X is an O – P, directing group and Y is m-directing group)
is subjected to electrophilic substitution reaction for introduction of Z. The compound formed would be
X
AB
X
(A)
(B)
Z
Y
X
Z
(C)
(D)
5:
Both (B) and (C)
When Nitrobenzene is treated with Br2 in presence of FeBr3, the major product formed is m-bromonitro
benzene. Statements which are related to obtain m-isomer are:
(A)
The electron density on meta carbon is more than that on ortho and para positions.
(B)
The intermediate carbonium ion formed after initial attack of Br+ at the meta position is least
destabilized.
(C)
Loss of aromaticity when Br+ attacks at the ortho and para positions not at meta position
(D)
Easier loss of H+ to regain aromaticity from the meta position than from ortho and para positions.
Terepthalic acid is obtained by oxidation of which of following compounds?
W
W
4:
Z
.K
Y
Y
CH3
CH3
(A)
CH3
(B)
W
CH3
(C)
6:
CH3
(D)
CH3
The most basic compound among the following is:
(A) Benzylamine
(B) Aniline
(C) Acetaniline
CH3
(D) p-nitroaniline
7:
Which of the following is the major organic product of the following reaction?
H3C
+
AlCl3

→?
Cl
H3C
CH3
(A)
CH3
(B)
CH3
CH3
CH3
(C)
.N
CH3
(D)
CH3
Which of the following is correct for the mononitration of phenyl benzoate?
TV
8:
ET
H3C
COO
O
O
O
AB
O
(A)
NO2
(B)
NO2
COO
(C)
COO
(D)
.K
NO2
H3C
The reaction of
9:
W
W
CH3
OH
with HBr gives:
CH3
Br
(A)
OH
(B)
OH
Br
CH3
CH3
Br
W
(C)
10:
O
Br
(D)
Br
Br
BF3
+ (CH 3CO) 2 O →
P, P is
O
O
CH3
(A)
(B)
O
O
CH3
O
CH3
CH3
(D)
O
O
O
O
11: Benzene on reaction with ICl in presence of anhydrous AlCl3 gives?
Cl
(A)
I
(B)
I
(D)
I
TV
12: Which of the following will show aromatic behaviour
Cl
.N
Cl
(C)
ET
(C)
O
(a)
(b)
(d)
(c)
13: Which of the following will be most easily attacked by an electrophile
AB
Cl
(a)
OH
(b)
CH3
14: Match the following
Column – I
Cyclic conjugated polyenes
with (4n + 2) π -electrons
W
W
A)
.K
(d)
(c)
B)
(C)
(D)
o-dichlorobenzene does not
exist as two isomers
Friedel crafts reaction
Meta directing group
(p)
Column - II
Arenes and alkyl halides in
presence of anhydrous AlCl3
(q)
Aromatic compounds
(r)
(s)
Delocalization of π -electrons
Deactivates the ring towards
electrophilic substitution
15:
W
STATEMENT – 1: Cyclobutane is less stable than cyclopentane.
STATEMENT – 2: Presence of bent bonds causes loss of orbital overlap.
1. B
7. B
13. B
KEY
2. D
3. D
8. A
9. B
14. A – qr;B – qs;C – p;D – s
4. B
10. B
15. A
5. C
11. B
6. A
12. B