Which of the following will not react with an ammonical silver nitrate solution?

C H_{3} C \equiv C H

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(C H_{3})_{2} C H - C \equiv H

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C H_{3} C \equiv C C H_{3}

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H C \equiv C H

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Solution

The correct option is D $C H_{3} C \equiv C C H_{3}$
Ammonical silver nitrate solution is called Tollen's reagent.
Only Terminal alkynes gives positive reaction with Tollen's reagent and give precipitate.
$C H_{3} C \equiv C C H_{3}$ is not a terminal alkyne so it will not react with an ammonical silver nitrate solution.
So answer is C.

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