Predict the products of the following reactions: i) (the oxidation shown in the figure) ii) C6H5–CO–CH3 →(NaOH/I2)→ ? + ? iii) CH3COONa →(NaOH/CaO, Δ)→ ?Reaction (i)
Solution
(i) The figure's substrate is an alcohol with an oxidising reagent: a 1° alcohol → aldehyde (PCC) or carboxylic acid (strong oxidant); a 2° alcohol → ketone — write the carbonyl product the printed reagent dictates. (ii) Acetophenone has the CH3CO– group — haloform cleavage: