JEE Main · 2004 · 24 Apr 2004 · Offline · Haloalkanes and Haloarenes

The compound formed on heating chlorobenzene with chloral in the presence concentrated sulphuric acid is

(A)gammexene
(B)hexachloroethane
(C)Freon
(D)DDT✓ Correct

Answer: (D)

Solution

Warming chlorobenzene with chloral,

CCl X_{3} CHO

, in concentrated sulphuric acid is the classic preparation of the insecticide DDT. The acid activates the chloral so that two chlorobenzene rings condense onto its carbon, following

2 C X_{6} H X_{5} Cl + CCl X_{3} CHO (C X_{6} H X_{4} Cl) X_{2} CH (CCl X_{3})

, giving dichlorodiphenyltrichloroethane.

JEE Main · 2004 · 24 Apr 2004 · Offline · Single correct option

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