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Question : 30
Total: 35
(a) (i) Why is the C − O bond length in phenols less than that in methanol?
(ii) Arrange the following in order of increasing boiling point:
Ethoxyethane, Butanal, Butanol, n-butane
(iii) How can phenol be prepared from anisole? Give reaction.
OR
(b) (i) Give mechanism of the following reaction:
C H 3 − C H 2 − O H
C H 3 C H 2 − O − C H 2 C H 3 + H 2 O
(ii) Illustrate hydroboration - oxidation reaction with an example.
(ii) Arrange the following in order of increasing boiling point:
Ethoxyethane, Butanal, Butanol, n-butane
(iii) How can phenol be prepared from anisole? Give reaction.
OR
(b) (i) Give mechanism of the following reaction:
(ii) Illustrate hydroboration - oxidation reaction with an example.
Solution: 👈: Video Solution
(a) (i) C − O bond length in phenol is less than methanol because of presence of benzene ring which is aromatic and consisting of double bond. The lone pair present in oxygen is shared with partial conjugation effect while in methanol the lone pair of oxygen shared with normal carbon atom.
(ii) Butanol> Butane > Butanal > Ethoxy ethane
2 C H 3 − C H 2 − O H
C H 3 − C H 2 − O − C H 2 − C H 3 + H 2 O C H 3 − C H 2 − O − C H 2 − C H 3 + H 2 O
(ii) Hydroboration -
(ii) Butanol
OR
(ii) Hydroboration -
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