DREAMLINE ACHIEVER ACADEMY

ALCOHOL PHENOL AND ETHER

1. Show how are the following alcohols prepared by the reaction of a

suitable Grignard reagent on methanal ?

2. Write structures of the products of the following reactions:

3. Write the equations involved in the following reactions:

(i) Reimer-Tiemann reaction
(ii) Kolbe’s reaction
(iii)
4. Predict the products of the following reactions:

5. Convert the following:

i. Propanone to 2-methylpropan-2-ol
ii. Methanal to Ethanol
iii. Benzyl alcohol to benzyl chloride
iv. Phenol and Salicylaldehyde
v. Benzene and Aspirin
vi. Phenol to 2-hydroxyacetophenone
vii. Ethyl chloride to methoxy ethane
viii. Acetone to 2-methylpropan-2-ol
 ix. Phenol to anisole
6. Distinguish:
I. Methanol and Ethanol
II. Aromatic and aliphatic ethers
III. Phenol and Benzoic acid
IV. Primary secondary and tertiary alcohol
V. Phenol and primary alcohol
7. Show how will you synthesise the following from appropriate alkenes.

8. Give reasons for the following:

(i) p-nitrophenol is more acidic than p-methylphenol.
(ii) Bond length of C—O bond in phenol is shorter than that in methanol.
(iii) (CH3)3C—Br on reaction with sodium methoxide (Na+ _OCH 3) gives
alkene as the main product and not an ether.
9. Give reasons for the following:
(i) Phenol is more acidic than ethanol.
(ii) Boiling point of ethanol is higher in comparison to methoxymethane.
(iii) (CH3)3C—O—CH3 on reaction with HI gives CH3OH and (CH3)3C—I as
the main products and not (CH3)3 C—OH and CH3I
10. Predict the products of the following reaction: