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  4. The number of structural and configurational isomers of a bromo compound C 5 H 9 Br obtained by the addition of HBr on 2-pentyne respectively are

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Q. The number of structural and configurational isomers of a bromo compound $C _{5} H _{9} Br$ obtained by the addition of $HBr$ on $2-pentyne$ respectively are

Organic Chemistry – Some Basic Principles and Techniques

Solution:

$CH _{3} CH _{2}- \underset{\text{2-Pentyne}}{C \equiv C} - CH _{3} \stackrel{ HBr }{\longrightarrow }$

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Thus, each one of these will exist as a pair of geometrical isomer.

Structural isomers (position) $=2$

Stereoisomers $=4$