Question

Show how would you accomplish the following synthesis?

$bromocyclohexane$ $\to$ $dicyclohexyl$ $methanol$

Answer 1

In Grignard reagent, carbon and magnesium bond are ionic in nature.

Hence, alkyl part act as a nucleophile which attack electrophilic carbon of carbonyl and $PCC$ is a mild criticizing agent oxidize primary alcohol to aldehyde.