CH

Chapter Practice Problems (E A S)

Single Option : 1. Arrange the following in increasing order of basic strength of the following compounds when dissolved in HBF4.
CH3 CH3 CH3 CH3 CH3 H3C CH3 (I) (II) (III) (IV) (V) (VI) CH3 CH3

CH3

(a) II I! (c) III !

I III ! I! II I

!I !I

(b) !I " III " I! " ! " II " I (b) I !I ! III II I!

Comprehension: #he molecular formula of compounds A$ B$ % & ' is % (H)*. B$ %$ ' are position isomers. B$ % & ' shows acidic nature and changes red litmus to blue and also gives violet colouration with Fe%l + solution. ,A- contains an activating group whereas B$ % & ' contains two activating groups. ,%- on o.idation with /0%r0*( gives a compound ,1- in which intra molecular h2drogen bonding is observed. ,A- cannot be o.idi3ed with /4n*4. 0.
+ 6 A6 + %l 0 Fe%l 5$

5 is
OCH 3 Cl

OH CH3

(a)

(b)

Cl CH 2OH OH CH 3

(c)

(d)
Cl Cl

+.
'B'
+

HNO 3 (dil)
OCH 3 NO 2

H2SO 4 250C

Y (major) ,

Y is
OH CH 3

(a)

(b)

NO 2

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CH
OH O 2N OCH 3

(c)
CH3

(d)

NO 2

4.
' '
!O" # NaOH CaO $

OH

, %&'(

is
OCH 3

CH 2 OH

(a)

(b)

OH CH3

OH

(c)

(d)

CH3

More than One Option Correct: 7.

)) )O )

CHCl 3

+ (a-) alc)) *OH

('.c'ss)

+, + ma, b'

8hich of the following statements are correct9 (a) #he attac: of carbene ta:es place at the %;atom ad<acent to o.2gen. (b) #he rate of attac: of carbene increases with the increase in the electron densit2 in the ring. (c) #he reaction in this case is initiated b2 acid; base reaction. (d) none. =.
H3C N
+

CH3 CH3

NCl/ Co01l's 2i%&

N(CH3)2

H3C

b0% (o% 2i%&

(A) (B) 8hich of the following e.planations <ustifies the above statement9 (a) #he structure B contains a deactivating group due to >I effect in the ring. (b) #he structure A contains an activating group due to ?@ effect (c) #he two %H+ groups in B leave the plane with respect to the ben3ene ring due to which onl2 slight increase in electron densit2 in the ring is observed. (d) All

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CH

Assertion Reason Type: (a) Atatement I is true$ statement II is trueB statement II is a correct e.planation for statement I. (b) Atatement I is true$ statement II is trueB statement II is NOT a correct e.planation for statement I. (c) Atatement I is true$ statement II is false (d) Atatement I is false$ statement II is true. (. Atatement IC
+

(i) H

Br

(ii) Br 2$3'Br3 H 2C OH

Atatement IIC
(i) H
+

Br

(ii) Br2$3'Br3 H 2C OH

).

Atatement > I
CH3

CH3

$ the reagent used should be /4n*4 in basic medium. Atatement > II C Atrong o.idi3ing agent li:e /4n* 4 if used directl2 converts both ;%H+ groups into >%**H group. Sub ecti!e type: D. A2nthesis >
SO 3H (i) (iii) H2 N H 2N

CH3

COOH

Cl
H2 N (ii) (i4)

Br H2 N
NO2

Br

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CH

"

1E.

Five the structure of the ma<or products of the following reactions >
OH CH2 CH (i) CH2 CH3 H5

O
(ii)

CH2 C
O

Br2 $ 3'Br3

(iii)

NH O

C O C

Br2$3'Br 3

(i4)

Br2$3'Br3

Ans#er 1 2 3 " $%& $%& $C& $+& $%( C& ' ) * , 1. $%( C& $C& $+& $& $&

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