Q.How will you convert benzaldehyde into the following compounds?
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Start your 14-day free trial to unlock the full solution →Step 1. (i) TO BENZOPHENONE: benzaldehyde + C6H5MgBr (dry ether), then H3O+ work-up, undergoes nucleophilic addition of the Grignard's phenyl carbanion to the aldehyde's carbonyl carbon, giving a SECONDARY alcohol (an aldehyde + RMgX always gives a secondary alcohol): diphenylmethanol, C6H5-CH(OH)-C6H5. This secondary alcohol is then oxidised (K2Cr2O7/H+, PCC, or CrO3) to the ketone: benzophenone, C6H5-CO-C6H5.
Step 2. (ii) TO BENZOIC ACID: benzaldehyde is simply oxidised directly with an oxidising agent such as acidified K2Cr2O7 or alkaline/acidic KMnO4 (Section 12.5.B.1) to give benzoic acid, C6H5-COOH, in one step -- no Grignard step is needed here, since the aldehyde's own C-H is oxidised straight to -COOH. …
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