PRACTICE TEST

3. Rate expression for reaction given in Que (2)

SCQ :
is
K1
1.(i) CH3 – CH2 – Br + NaOH   CH3 – CH2 – (A) rate = K[CH3 – Br]
OH + NaBr reaction ... (i) (B) rate = K[HO–] [CH3 – Br]
CH3 (C) rate = K[HO–]
(D) rate = K[HO–]2 [CH3 – Br]
K2
(ii) CH3 – C – CH2 – Br + NaOH   (CH3)3 C

CH3 CH3
– CH2 – OH + NaBr reaction ... (ii) H Cl
K1 & K2 are rate constant for above reaction H D NaI
correct relation is 4. (A), Major-product (A) is
(A) K1 = K2 (B) K1 > K2 H Br acetone
(C) K1 < K2 (D) K1 << K2 H D
CH3
2. Free energy profile for given reaction is

HO + CH3 – Br HO – CH3 + Br CH3 CH3

H I H Cl
H D H D
H Br H I
(A) (B)
Free H D H D
Energy CH3 CH3
(A)

reaction-coordinates
CH3 CH3
H Cl Cl H
H D H D
I H I H
(C) (D)
Free H D H D
Energy
(B) CH3 CH3

reaction-coordinates

Cl
LiBr/acetone
5. (A),
SN2 condition
Free
Energy
Cl
(C)
Product (A) is

reaction-coordinates Br

(A)
Cl
Free
Energy
Br
(D)
(B)
reaction-coordinates
Br
 Cl O—CH2CH3

(C)
(C)
Br

Cl

(D)
O
(D)

SN2
Nu + C [TS] C + L
6.
10. Which of the following ethers is unlikely to be
Which of the following figures represent cleaved by hot conc. HBr ?
correctly the structure of transition state in
this reaction?

[ Nu C O
(A) C 2 H5
(A) CH2 (B) O

[ Nu C
(B)

(C) either (A) or (B) depending upon situation

(D) none of these
O O
7. Which of the following reaction is not possible (C) (D)
(A) R – OH + NaBr  R – Br + NaOH
(B) R – OH + HBr R – Br + H2O
(C) both reaction are possible
(D) both reactions are not possible
11. The reaction of CH3OC2H5 with one mole HI
gives
8. –N2 –OTf –OTs
(A) CH3OH (B) C2H5OH
I II III
(C) CH3I + C2H5OH (D) C2H5I + CH3OH
Which of the following orders is correct about
leavability of these groups in nucleophilic
substitutions?
(A) I > II > III (B) III > II > I O – CH3
conc. HI
(C) III > I > II (D) II > III > I 12. Product of
(excess)

9. Which of the following compound will not

undergo acid catalysed hydrolysis ? above reaction is

O—CH 3 O—Ph I & CH3OH

(A)

(A) (B)
 I II
OH & CH3I (A) (a)-I, (b)-I (B) (a)-I, (b)-II
(B)
(C) (a)-II, (b)-I (D) (a)-II, (b)-II

I & CH 3I Br CH3
– SN2
(C) 16. + OH A
H H
A is
OH & CH 3OH HO H H CH 3
(D)
(A) (B)
H CH 3 OH H
(C) both ( D )

HO CH3
Br
Br H H

13.
17. Which of the following nucleophile will show
II minimum reactivity towards SN2 reaction
I
(A) Me3CO (B) MeO
Br
H
(C) (D) Me2CHO
O
III
S N2 reactivity of these substrate, under
identical conditions, will be in the order as I
(A) I > II > III (B) III > II > I
(C) III > I > II (D) II > III > I Me H KSH
18.
Et D
14. A gem dichloride is formed in the reaction
except H
(A) CH3CHO and PCl5 (B) CH3COCH3 and PCl5
OH
2PCl5
SH H
(C)
OH Me Me H
H
(A) (B)
O Et D Et D
(D) PCl5
H SH

15. From each of the following pairs select the

compound that will react faster with sodium SH
H
iodide in acetone H Me
HS Me
(a) 2-Chloropropane or 2-bromopropane (C) (D)
Et D
I II Et D
(b) 1-Bromobutane or 2-bromobutane
H
H
19. Which of following compounds will show NGP ?
O OH
+
(A) SPh H (B) H H
22. CH3 l2/NaOH H 
A, A is

H Cl PhS Cl
-
Cl
O O
O
(C) (D) H
H C–OH
(A) (B)
Cl
CH3
SOCl2 O
20
. H OH (A) . Product (A) in O
C–OH C
Et OCH3
(C) (D)

CH3 Et

(A) H Cl (B) H Cl 23 . AC7H14O optically active alcohol is oxidized by

jones’ reagent to an optically inactive (achiral)
Et CH3
ketone. Which of the following compounds
meets these facts ?
CH3
OH
(C) Cl H (D)
(A) (B) OH
Et

2 1. SN1 is a two-step reaction. For each step,

there has to be a transition state. Which of
(C) OH (D)
the following structures represent correctly the
transition state of first step OH

(A) R   ....... L   
(B) R   ....... L  
(C) R 
....... Nu    (D) R 
....... Nu    24 . Glycol on treatment with Pl3 mainly gives -
(A) Ethylene (B) Ethylene iodide
(C) Ethyl iodide (D) Ethane

25. Ethanol on reaction with acetic anhydride gives

(A) Acetic ester (B) Formic ester
(C) Ethaoic acid
(D) Acetic ester and Ethanoic acid both
26 O
H+
?
H2O

O
OH O OH
(A) (B)

O OH O
(C) (D)

OH

27 H Cl
Alc. KOH
. Major product
O
is -

(A) H O (B) H
O
O
H

(C) H (D)
O

28 MnO2
CH2 = CHCHCH2CH2OH   A, A is -
|
OH
(A) CH2 = CHCCH2CH2OH
||
O

(B) CH2 = CHCCH2CHO

|
OH
(C) CH2 = CHCCH2CHO
||
O

(D) CH2= CHCCH2COH

|| ||
O O
29 . A chiral C7H16O2 diol is oxidized by PCC in
CH2Cl2 to an achiral C7H12O2 compound. Which
of the following wuld satisfy these facts?

OH OH
(A) (B)
OH OH

OH OH
(C) (D)
OH OH

30 CH2CH3 CH=CH2
OH C

B A

CHCH3 CH 2CH 2OH

OH

Select schemes A, B, C out of -

I. acid catalysed hydration
II. HBO
III. Oxymercuration-demercuraton
(A) I in all cases (B) I, II, III
(C) II, III, I (D) III, I, II