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Question

An aromatic amine (A) was treated with alcoholic potash and another compound (Y) when a foul smelling gas was formed with formula C6H5NC. (Y) was formed upon reaction of a compound (Z) with Cl2 in the presence of slaked lime. Identify compound (Z) from the following options.

A
C6H5NH2
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B
CH3OH
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C
CH3COCH3
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D
CHCl3
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Solution

The correct option is C CH3COCH3
C6H5NH2+KOH+(Y)C6H5NC;
(Y) is CHCl3; (Y) is formed from (Z)+ Cl2+Ca(OH)2 and thus, (Z) is CH3COCH3.

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