Question

Question #cfa2f

Answer 1

Structural formulae of 5 possible constitutional isomers of the alkane of molecular formula `C_6H_14` have been shown in above figure.

The 6carbon atoms of each structural formula have been numbered.
In numbering process equivalent carbon atoms in a particular structural formula have been given same color.

We are to find out that isomer of the alkane which yields four constitutional isomers with the formula `C_6H_13Cl`,when reacted with chlorine. This is possible for that isomer of the alkane which has got four types carbon atoms. Observing the color combination given to C-atoms we see that structure III satisfies the condition.

So the compound is `3-"methylpentane"`

In this alkane

Replacement of one H-atom linked with `C_1 and C_5` by Cl atom will give same monochloro isomer.

Replacement of one H-atom linked with `C_2and C_4` by Cl atom will give same monochloro isomer.

Replacement of one H-atom linked with `C_3and C_6` by Cl atom will give two different monochloro isomers.