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The total number of acylic isomers (incl...

The total number of acylic isomers (including steroisomers) of `C_(4)H_(7)CI` is

A

`10`

B

`9`

C

`12`

D

`13`

Text Solution

Verified by Experts

The correct Answer is:
C

First calculate the degree of unsaturation or double bond equivalents `DBEs`:
`DBE =(sumn(v-2))/(2) +1`
`= (4(4-2)+7(1-2)+1(1-2))/(2)+1`
`= (8-7-1)/(2) +1 =1`
This implies the presence of a `pi` bond or a cyclie structure.
Acyclie isomers
Two skeletons are possible `C-underset(C )underset(|)C-C`and`C-C-C-C`
Branched skeleton
`{:(CH_(3)-underset(CH_(3))underset(|)C=CHCI,,CICH_(2)underset(CH_(3))underset(|)C=CH_(2),,):}`
unbranched skeleton
`{:(underset((cis,trans))(CH_(3)CH_(2)CH)=CHCI,,CH_(3)CH_(2)overset(CI)overset(|)(C)=CH_(2),,):}`
`{:(underset(Chiral(R,S))(CH_(3)overset(CI)overset(|)CHCH)=CH_(2),,CICH_(2)CH_(2)CH=CH_(2),,):}`
`{:(underset((cis-trans))(CH_(3)CH=CHCH_(2)CI),,underset(cis,trans)(CH_(3)CH=overset(CI)overset(|)C CH_(2)),,):}`
Cyclic isomers

Thus there are `12` acyclic isomers and `7` cyclie isomers.
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