Predict the major, organic product for the following reaction.
A
B
No reaction
C
D
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1
Identify the functional groups in the starting material. The compound contains a benzene ring and a tertiary butyl group attached to a side chain.
Consider the reagent used: H2CrO4 in water with heat. This is a strong oxidizing agent typically used to oxidize primary and secondary alcohols to carboxylic acids or ketones.
Examine the structure for oxidizable groups. The side chain contains a tertiary carbon, which is not oxidizable by chromic acid. Tertiary carbons do not have hydrogen atoms that can be removed to form a carbonyl group.
Recognize that the benzene ring is not directly oxidizable under these conditions, and the tertiary butyl group is resistant to oxidation.
Conclude that no reaction occurs because there are no oxidizable functional groups in the starting material that can react with H2CrO4.