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Question: Toluene is converted to Benzaldehyde on treating with chromic oxide in acetic anhydride. The interme...

Toluene is converted to Benzaldehyde on treating with chromic oxide in acetic anhydride. The intermediate formed in this reaction is

A

Benzalchloride

B

Chromyl chloride

C

Benzylidene diacetate

D

Chromium complex CH(OCROHCl2_2)2_2

Answer

Chromium complex CH(OCROHCl2_2)2_2

Explanation

Solution

This reaction is the Étard reaction. Toluene reacts with chromyl chloride (formed in situ from CrO3CrO_3 and acetic anhydride) to form a chromium complex intermediate, which upon hydrolysis yields benzaldehyde. The intermediate is C6H5CH(OCrOHCl2)2C_6H_5CH(OCrOHCl_2)_2.