ALCOHOL, PHENOLS AND ETHERS

SHAHEED RAJPAL DAV PUBLIC SCHOOL, DAYANAND VIHAR,DELHI 110092

CHEMISTRY

CLASS XII

TOPIC: ALCOHOL, PHENOLS AND ETHERS

1. Unlike phenols ,alcohols are easily protonated. Why?

2. Give chemical tests to distinguish between i) Phenol and Cyclohexanol and ii) Benzyl

alcohol & 2-Propanol, iii) Phenol & Benzoic acid , iv) sec & tert-butanol.

3. Propose a suitable mechanism for the preparation of ethoxyethane from ethanol.

4. Name the reagents which are used in following conversions:

i) 1°alcohol to an aldehyde, ii) butan-2-one to butan-2-ol, iii) phenol to 2,4,6-

tribromophenol.

5 .Why Me3COH is less acidic than Me3COH although carbon is more electronegative than

Si?

6 .Which one is more acidic : phenol or cresol? Why?

7. Predict the major product of acid-catalysed dehydration of : i) 1-methylcyclohexanol and

ii) butanol

8. Ortho and para nitrophenols are more acidic than phenol. Explain this observation with

the help of resonating structures of corresponding phenoxide ions.

9. Phenol is acidic yet it doesn’t react with sodium bicarbonate.Why?

10. Account for the following:

i) Methyl phenyl ether reacts with HI to give phenol & methyl iodide and not iodobenzene

and methyl alcohol

ii) Order of reactivity of HX towards the cleavage of ethers is: HI>HBr>HCl

iii) Alcohols are freely soluble in water while haloalkanes are not.

iv) Alcohols act as weak bases.

v) Phenol has a smaller dipole moment than methanol.

vi) Acidity of alcohols follows the order: 1°>2°>3°.

vii) Symmetrical ethers also possess a net dipole moment.

viii) Acid catalysed dehydration of t-butanol is faster than n-butanol.

ix) Sodium metal can be used for drying diethyl ether and benzene but not for an alcohol.

11. Describe the following :

i) Kolbe’s reaction

ii) Reamer Tiemann reaction

iii) Coupling reaction

iv) Schotten-Baumann reaction

v) Esterification

vii) Williamson’s synthesis

12.What happens when:

i) Ethanoyl chloride is treated with phenol

ii) Phenol is reacted with neutral FeCl3.

iii) Phenetole reacts with HI at 373K

iv) Diethyl ether reacts with Cl2 in dark.

13. The products of the reaction between Ethanol & H2SO4 depend upon the conditions

applied. Justify.

14. Conversions:

i) Benzene to cumene

ii) Phenol to p-hydroxyazobenzene

iii) Methanol to ethanol

iv) Ethanol to sodium ethoxide

v) Chlorobenzene to phenol

vi) Sodium propoxide to propoxypropane

vii) Ethylmagnesiumbromide to 1-propanol

viii) Propanol to 2-methyl-2-propanol

15. Describe the following processes with example:

i) Protonation , ii) acetylation