Chemistry - ALCOHOL & ETHER Question with Solution | TestHub

a → iv

Cyclic 1,3-diketones give, under Clemmensen reduction, a fully reduced product along with a mono ketone with ring contraction.

It can also be oxidised to aldehydes with a solution of chromyl chloride ( ${\mathrm{CrO}}_2{\mathrm{Cl}}_2$ ) in ${\mathrm{CCl}}_4$ or ${\mathrm{CS}}_2$. The brown complex thus precipitated is separated and decomposed with ${\mathrm{H}}_2\mathrm{O}$ to give the aldehyde. For example :

The above reaction is called Etard reaction. Side chains bigger than ${\mathrm{CH}}_3$ are oxidised by ${\mathrm{CrO}}_2{\mathrm{Cl}}_2$ at the last C atome.

$\mathrm{d}\to \mathrm{iii},\mathrm{s}$

Coupling : The $\dot{\mathrm{O}}{\mathrm{H}}^{\text{radical may abstract a hydrogen from the susceptible position of the substrate }}$ producing radicals which couple. The susceptible reactive positions are supposed to be the $\alpha$-positions to the phenyl, ether, cyano, carboxyl, ester groups, et