Question
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
Answer
Chromium complex CH(OCROHCl2)2
Explanation
Solution
This reaction is the Étard reaction. Toluene reacts with chromyl chloride (formed in situ from CrO3 and acetic anhydride) to form a chromium complex intermediate, which upon hydrolysis yields benzaldehyde. The intermediate is C6H5CH(OCrOHCl2)2.
