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.
enter image source here
The structural formula of 2.2.4trimethylpentane is given above. Here exists no stereogenic center as no C-atom is bonded with 4 different atoms or groups.

Here C2 is linked with 3 CH3 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.
enter image source here
When one Cl atom replaces any one of 2 H-atoms linked with original C3 atom , the C-atom becomes chiral and formation of following two stereo isomers becomes possible.
enter image source here

When a Cl atom replaces only one H-atom bonded with the original C4 atom, no C-atom becomes chiral and only one possible isomer formed is as follows
enter image source here

Again when a Cl atom replaces any H-atom of any one of the two CH3 groups attached with original C4 atom then this original C4-atom becomes chiral and following 2 stereo isomers are formed.
enter image source here