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  4. An unsaturated hydrocarbon X on ozonolysis gives A. Compound A when warmed with ammonical silver nitrate forms a bright silver mirror along the sides of the test tube. The unsaturated hydrocarbon X is :

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Q. An unsaturated hydrocarbon $X$ on ozonolysis gives A. Compound A when warmed with ammonical silver nitrate forms a bright silver mirror along the sides of the test tube. The unsaturated hydrocarbon $X$ is :

JEE MainJEE Main 2021Hydrocarbons

Solution:

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As (A) compound given positive tollen 's test hence it may consist-CHO (aldehyde group). or it can be $HCOOH$ So for the given option:

(3) $CH_3 - CH_2 - C \equiv CH \xrightarrow{\text{Ozonolysis}} CH_3CH_2COOH + \underset{\overset{(A)}{\text{+ ve tollen's test}}}{ HCOOH}$

and for other compounds (options):

image

(3) $CH_3 -C \equiv C - CH_3 \xrightarrow{\text{Ozonolysis}} \underset{\text{(Does not show tollen's test)}}{2 CH_3 - COOH}$