CBSE Class 12 Chemistry 2015 Solved Paper

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Question : 13
Total: 26
How do you convert the following:
(i) Phenol to anisole
(ii) Propan-2-ol to 2-methylpropan-2-ol
(iii) Aniline to phenol
OR
(a) Write the mechanism of the following reaction:
2CH3CH2‌OH‌
H+
────▸
‌CH3
‌CH2
−O
−CH2CH3
(b) Write the equation involved in the acetylation of Salicylic acid.
Solution:  
(i) C6H5‌OH+NaOH‌───▸‌C6‌H5‌ONa
CH3X
────▸
C6
H5
OCH3

Or
C6H5‌OH+Na‌───▸‌C6‌H5‌ONa
CH3X
────▸
C6
H5
OCH3

(ii) CH3‌CH(OH)‌CH3‌ ‌
CrO3‌ or ‌Cu∕573K
──────────▸
CH3COCH3
(i)CH3MgX2
────────▸
(ii)H2O
(CH3)2
C
(OH)
CH3

(iii) C6H5NH2
NaNO2+HCl
──────▸
273K
‌C6H5N+‌2Cl−
H2O‌ warm ‌
────▸
C6
H5
‌OH

OR

(Acetyl chloride instead of acetic anhydride may be used)
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