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Q. The total number of acylic isomers including the stereoisomers (geometrical and optical), with the molecular formula $ {{C}_{4}}{{H}_{7}}Cl $ is

ManipalManipal 2008Organic Chemistry – Some Basic Principles and Techniques

Solution:

Twelve in all
(a) Six geometrical isomers
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(b) Two optical isomers
(vii) $CH_3 - \underset{\overset{|}{H}}{\overset{\underset{|}{C}l}{^*C}}- CH = CH_2$
(viii) $CH_3 - \underset{\overset{|}{C}l}{\overset{\underset{|}{H}}{^*C}}- CH = CH_2$
(c) Four structural isomers
(ix) $CH_3CH_2 - \overset{\underset{|}{C}l}{C}= CH_2$
(x) $CH_3- \overset{\underset{|}{C}H_3}{C}= CHCl$
(xi) $CH_3 - \overset{\underset{|}{C}H_3Cl}{C}=CH_2$
(xii) $ClCH_2 - CH_2 - CH = CH_2$