SR.

INTER ALCOHOLS PREPARATION

Hg(OAc)2
X
1. H2O,NaBH4
R CH CH2

BH3 − THF
Y
H2O2/OH
X and Y are respectively.
OH OH
A) R CH CH3 , RCH 2CH 2OH B) RCH2CH2OH , R CH CH3
OH OH
C) R CH CH3 , R CH CH3 D) RCH2CH2OH , RCH2CH2OH

Hg ( OCOCH3 )2
2. ?
H2O,NaBH4

OH

A) OH B)

OH OCOCH 3
C) D)

H2 C CH2
i) CH3MgBr
3. X .The product obtained in this reaction is
ii) H2O
O

A) CH3CH2OH B) ( CH3 )2 CHOH

C) CH3CH2CH2OH D) HO CH2 CH2 CH2 OH

4. Which set of the following reagents (A to D) would you select to convert C6H5COCH3 to
the following alcohol?
CH3 CH3
H 5C 6 C CH CH3
OH
A) CH3CH2CH2MgBr and hydrolysis
B) CH3CH ( Br ) CH3 . AlCl3
C) ( CH3 )2 CHMgBr and acid hydrolysis
D) CH3CHCHCH3 , Zn

Br Br

O
H3O
5. H3C C Cl + 2 PhMgBr A .A is?
 O OH

A) H3C C B) H3C C

Cl
OH OH

H3C C H 3C C H

C) D)

CH3
BH3 − THF
6. X .The product X is?
H2O2 ,OH
OH

OH
A) B) C) OH D)
OH OH

Cl
Mg/ether HCHO
7. Br A .The product A is?
H
A) Br CH2OH B) Cl CH2OH

C) HOH 2C CH2OH D) OHC CHO

H3O
8. In the reaction Product The major product is?
OH
OH HO
OH OH

A) B) C) D)

H3O
9. CH CH2 (A) major product.

CH3
A) B)
OH OH
H3 C OH

C) D)
OH
 COOH
BH3 − THF
10. ?
H2O/H
OH
CH2OH
A) B)

OH

CH2CH2OH
C) D)

11. PhMgBr + major product is

O
A) Phenol B) Benzyl alcohol
C) 2-phenylethanol D) 1-phenylethanol

OH
12. Consider the structure of given alcohol H5C6 CH3 . This alcohol can’t be prepared

C 2H 5
from.
O

A) H5C6 C CH3 and C2H5MgBr

O

B) H3CH2C C CH3 and C6H5MgBr

O

C) H5C6 C C2H 5 and CH3MgBr

O

D) H5C6 C Cl and C2H5MgCl

CH3
HI
13. H3C O C H A + B .The products A and B are
CH3
H3C H3C

A) CH3I and CH OH B) H3C OH and CH I

H3C H3C
H3C H 3C

C) H3C OH and CH OH D) H3C I and CH I

H3C H 3C

14. RMgX on reaction with O2 followed by acidic hydrolysis forms.

 OH OH

A) R OH B) R CH R C) R C R D) R CH2 OH

H3C NH2

NaNO2 + HCl
15. ?
OH CH3 CH3
H3 C OH
OH
A) B) C) D)

OH

16. In which of the following reaction alcohol will form

O
A) PhMgBr + Ph C O Et
2H
(excess)
B) PhMgBr + H C N
C) PhMgBr + H3C C N
D) PhMgBr + H C CH

17. What is the major organic product of the following sequence of reactions?
O
PBr3 Mg H2C CH2 H3O
( CH3 )2 CHCH2OH ?
A) ( CH3 )2 CHCH2CH3 B) ( CH3 )2 CHCH2CH2OH
OH

C) ( CH3 )2 CHCH2CHCH3 D) ( CH3 )2 CHCH2CH2CH2OH

18. Find out correct product of the following reaction?

Ag 2O
CH3CH2Cl
Moist
A) B) H2C CH2
C) O D) CH3CH2OH

H\H2O
R O R' X+Y
19. .X and Y are
OH

A) R OH + R' OH B) R OH + R' CH R
OH OH

C) R' OH + R C R' D) R C H + R' COOH

H R'
 H 3C CH3OH
20. In the reaction C CH2 (X) .The product (X) has the structure
H 3C H
O
CH3 CH3

A) H3C C CH2 OCH 3 B) H3C C CH 2OH

OH OCH 3
CH3 CH3

C) H3C C OH D) H3C CH CH2 OCH 3

CH3

O
BH3 , THF
21. R C O R' X + Y .The products X and Y are
H2O/H
A) R OH and R' OH B) R CH2OH and R' OH

C) R OH and R' CH2OH D) R CH2OH and R' CH2OH

O LiAlH4
D2O X

22. .X and Y are respectively

LiAlD4
Y
H2O
OD OH OH OD

A) and B) and

OH OH OD HO D

C) and D) and

23. H3O .The ester should be

An ester
HO OH
O O O

O
O O O O
A) B) C) D)
 O OH

24. .reagent used is

CH 2OH
Cl O
A) LiAlH4 B) NaBH4 C) DIBAL - H D) Both A and B

O
18 H3O
25. Ph C O CH3
O18 is present in
A) Carboxylic acid B) Alcohol C) Water D) Can’t predict

O
i) PhMgBr
26. A .Product A is
ii) H
A) Racemic mixture B) Diastereomers
C) Structural isomers D) ( Trans ) 3 − phenyl but − 2 − en − 2 − ol

i) LiAlH4
27. .Relationship between products is
ii) H2O
CH3
A) Meso B) Racemic mixture
C) Diastereomers D) Identical
CH3MgBr
28. In the reaction Ethyl ester P .The product P will be
(excess)
H3C H3C
A) CH3 B) C 2H 5

H3C H 5C2
OH OH
H 5C 2 H 5C 2
C) C 2H 5 D) C 2H 5

H 5C2 H 7C3
OH OH

CH3
18 Conc.HI
29. H 3C O C CH3

CH3
The products of the above reaction is
CH3 CH3
18 18
A) CH 3I and H3C C OH B) H3C OH and H3C C I

CH3 CH3
CH3 CH3
18
D) H3C OH and H3C C OH D) H3C I and H3C C I

CH3 CH3
30. What is the product of the reaction of methylcyclohexene with BH3 in THF followed by
oxidation with alkaline H2O2 ?

OH
OH

OH
OH OH

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

A) II and III B) Only II C) III and IV D) I and IV

Key:

1. A 2. C 3. C 4. C 5. C 6. A
7. B 8. B 9. B 10. A 11. C 12. D
13. A 14. A 15. A 16. A 17. D 18. D
19. A 20. B 21. B 22. D 23. C 24. D
25. B 26. A 27. C 28. A 29. B 30. D