Alcohol_ Ethers 2 (Advance Batch)

8/13/2019 Alcohol_ Ethers 2 (Advance Batch)

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MUNISH KAKARs INSTITUTE OF CHEMISTRY

S.C.O. No. 203, SECOND FLOOR, SECTOR 14, PANCHKULA. Phone : 9417655033, 9888019721

ADVANCE BATCH ORGANIC

Q1. The following transformation involves a carbocation rearrangement. The carbocation isgenerated by protonation of the hydroxyl group, followed by the loss of water. Which bond

has to migrate in the carbocation to yield the product indicated (after the deprotonation) ?

OH

H

(a) (d)

(c)

(b) +

H2SO4

(a) a (b) b (c) c (d) d

Q2. Identify the major product.

OH

H2SO4 Product

(a) (b) (c) (d)

Q3. Predict the product when given compound reacts with LiAlH4:

C

H

O

O

C

OCH3

O

(A)


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(a) O

C

OHO

O CH3

(b) OH

C

OHO

O CH3

(c) OH

HO

OH

(d)

C

OH

O

OHH

Q4. Predict the product when given compound (A, in the above question) reacts with NaBH4.

(a) O

C

OHO

O CH3

(b) OH

C

OHO

O CH3

(c) OH

HO

OH

(d)

C

OH

O

OHH

Q5.

C

O

O H

+CH3 O18

H Catalyst

HCl

C

O

O CH3

+H2O

Methyl benzoate

The labeledO18will be in :

(a) H2O (b) Methyl benzoate

(c) Both (a) and (b) (d) Benzoic acid

Q6. Which is oxidized most easily ?(a) iso - propyl alcohol (b) Ether (c) Phenol (d) 1 - Methylcyclohexan-1-ol

Q7. Which of the following react with HBr at faster rate ?

(a) OH (b) CH3

OH

(c)

OHH3C

(d)

OH

H3C


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Q8.

OH

OH

Ph

Ph4

3

5

2

1

6 H2SO4 (P);

99% Yield

Unknown (P) of the reaction is :

(a)

C

OH

Ph

Ph4

3

5

2

1 6

(b)

C

Ph

Ph4

3

5

2

1

6

(c)

4

3

5

2

16

O

Ph

Ph

(d)

4

3

5

2

16

O

Ph

Ph

Q9. Identify the major product,

OH

O ProductH

(a) O

O

(b)O

HO

(c)O

O

(d)

O

O

Q10.

18OH

OH

4

H Br

CClMajor product obtained in the reaction is:

(a)

O

(b)

O18

(c)

Br

OH

(d)

OH

Br


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Q11.

(b) (c) (d)

Q12. Product of the above reaction is:(a) Racemic (b) Diastereomer (c) Meso (d) Optically pure

Q13.

CH2OH

OH + Ph C

O

O H HCl

Major product of above esterification reaction is:

(b)

Q14.An organic compound B is formed by the reaction of ethylmagnesium iodide (CH 3CH2MgI)with a substance A, followed by treatment with dilute aqueous acid. Compound B doesnot react with PCC in dichloromethane. Identify A?

(a) H3C C

O

H (b) CH3CH2CCH3

O

(c) H2C=O (d) H2C

O

CH2

Q15. In which of the following group, each member gives positive iodoform test?(a) methanol, ethanol, propanone (b) ethanol, isoproponal, methanal

(c) ethanol, ethanal, isopropyl alcohol (d) propanal, propanol-2, propanone


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Q16. Which is the best reagent to convert isopropyl alcohol to isopropyl bromide?

H3C CH

CH3

OH ?

H3C CH

CH3

Br

(a) HBr (b) SOBr2 (c) Br2 (d) CH3MgBr

Q17. NH2

OH

2100

( );o

AC O

C

A Product (A) of above reaction is:

Q18.

OH

CH3C OH

CH3 Product of the reaction is:

(a)

OH

(b)

CHO

OH

(c)

COH2

OH

(d)

O

OH

Q19.

O

H3C OH

O


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(1) CH3MgBr/H+ (2) KMnO4(cold dill.) (3) CrO3 (4) H+/

For the above conversion the correct order of reagents used is:

(a) 1234 (b) 1432 (c) 1423 (d) 2341

Q20. Which of the following reagents would carry out the following transformation? (D = 2H)

CCH3

O

?

CCH3

OH

D

(a) NaBD4in CH3OH (b) LiAlH4, then D2O

(c) NaBD4in CH3OD (d) LiAlD4, then D2O

Q21.Identify the position where the above acetylation reaction take place.

(a) a (b) b (c) c (d) d

Q22. What is the major product of the following reaction ?

3 CrO

PyridinecoldH3C CH

OH

CH2 CH2 OHProduct

(a)

H3C C

H

OH

CH2 C

O

H

(b) H3C C

O

CH2 C

O

H

(c) H3C C

O

CH2 C

O

OH (d) H3C CH

OH

CH2 C

O

OH

Q23. 23 g of sodium will react with methyl alcohol to give:(a) one mole of oxygen (b) 22.4 dm3of hydrogen gas at NTP

(c) 1 mole of H2 (d) 11.2 L of hydrogen gas at NTP

Alcohol_ Ethers 2 (Advance Batch)

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