How many isomers (including stereoisomers) can be obtained by free radical chlorination of 2,2,4-trimethylpentane?

1 Answer
Apr 10, 2018

Total 6 monochloro isomers (including stereoisomers) can be obtained as explained below.

Explanation:

Trying to write an answer assuming that the isomers of momno chloro drivative are wanted here.
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The structural formula of 2.2.4-"trimethylpentane" is given above. Here exists no stereogenic center as no C-atom is bonded with 4 different atoms or groups.

Here C_2 is linked with 3 CH_3 groups where 9 H-atoms are equivalent.

So mono chloro derivative of the compound formed due to replacement of any one of these 9 H-atoms by a Cl -atom will produce same compound 1"-chloro-"2,2,4"-trimethylpentane" having following structure.
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When one Cl atom replaces any one of 2 H-atoms linked with original C_3 atom , the C-atom becomes chiral and formation of following two stereo isomers becomes possible.
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When a Cl atom replaces only one H-atom bonded with the original C_4 atom, no C-atom becomes chiral and only one possible isomer formed is as follows
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Again when a Cl atom replaces any H-atom of any one of the two CH_3 groups attached with original C _4 atom then this original C_4-atom becomes chiral and following 2 stereo isomers are formed.
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