# Which of the following is an ambident nucleophile ?

$\begin {array} {1 1} (A)\;\overline OH & \quad (B)\;CN^- \\ (C)\;SH^- & \quad (D)\;\text{All of the above} \end {array}$

Ammbident nucleophiles are those that can attack through both the atoms to give different products .$CN^-$ is an ambident nucleophile because if the attack is through $C$ it gives alkyl cyanide and attack through $N$ it gives alkyl isocynide
$R + CN^- \rightarrow RCN$
$R + NC^- \rightarrow RNC$
Ans : (B)
edited Mar 30