allery**Stephen's reduction** converts a nitrile $RCN$ into an aldehyde using
A$LiAlH_4$
B$Zn-Hg/HCl$
C$SnCl_2$ in $HCl$, then $H_2O$
D$Na/EtOH$
Answer & Solution
Correct answer: C. $SnCl_2$ in $HCl$, then $H_2O$
$RCN + SnCl_2/HCl \to RCH=NH\cdot HCl$ (imine HCl salt), which on hydrolysis gives $RCHO$.
Useful when an aldehyde is needed from a 1°-amine precursor.
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