CBSE Class 12 Chemistry 2023 Outside Delhi Set 1 Solved Paper

Question : 26

Total: 35

SECTION - C

(a) (i) Write the mechanism of the following reaction:
2CH3CH2OH

────▸

413K

CH3−CH2 −O−CH2−CH3+H2O
(ii) Why ortho-nitrophenol is steam volatile while para-nitrophenol is not?
OR
(b) What happens when
(i) Anisole is treated with CH3Cl anhydrous AlCl3 ?
(ii) Phenol is oxidised with Na2Cr2O7∕H+?
(iii) (CH3)3C−OH is heated with Cu∕573K ?
Write chemical equation in support of your answer.

Solution: 👈: Video Solution

Option (a) is correct
(i) Mechanism : Follows SN2 Mechanism
Step I :

Step II :

Step III :
CH3CH2−

−CH2CH3────▸ CH3CH2−O−CH2CH3+H+
(ii) Para-nitro phenol has higher boiling point than ortho-nitrophenol due to intermolecular hydrogen bonding present in para-nitrophenol, which require more energy to break these bonds during boiling. In o-nitrophenol intramolecular hydrogen bonding is present to greater extent. Thus o-nitrophenol is stream volatile due to low boiling point.
[OR]
b(i) Friedel craft Alkylation reaction will take place.

(ii) A conjugated diketone is produced Benzoquinone,

(iii) Dehydration takes place and alkene is formed.
CH3OH

────▸

573K

HCHO
R−

H−R′

────▸

573K

R−

∥

−R"

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