JEE Main 2015 · 4 Apr · Shift 1 · Chemistry Q56

ChemistrySingle correct+4 / -1Question 56 of 90

In the reaction
$p\text{-}\ce{CH3C6H4NH2 ->[NaNO2/HCl][0-5^\circ C] D ->[CuCN/KCN][\Delta] E + N2}$
the product E is :

p-Toluic acid (4-methylbenzoic acid)

4,4'-Dimethylbiphenyl

p-Tolunitrile (4-methylbenzonitrile)

Toluene

Answer and worked solution

Official answer: C

p-Toluidine is diazotised to the diazonium salt (D). CuCN/KCN (Sandmeyer) replaces $\ce{N2+}$ by CN, giving p-tolunitrile, structure (3).

JEE Main 2015 · 4 Apr · Shift 1, Chemistry question 56