Question

Draw all possible constitutional isomers formed by dehydrohalogenation of each alkyl halide.

a.

b.

c.

d.

Short answer

All possible constitutional isomers formed by dehydrohalogenation of each alkyl halide are shown below:

Step-by-step solution

Definition of constitutional isomers

Constitutional isomers are those kinds of isomers where the molecular formula and structures are the same but with different spatial arrangements of atoms.

Identification of the β hydrogens

The hydrogens that are abstracted are considered to be the $\text{β}$hydrogens as they are the first key part of elimination. Different types of $\text{β}$hydrogens give different types of products, which results in constitutional isomers.

Representations of beta hydrogens

Constitutional isomers

All possible constitutional isomers formed by dehydrohalogenation of each alkyl halide are shown below:

Representation of all the possible alkenes from a

Representation of all the possible alkenes from b

Representation of all the possible alkenes from c

Representation of all the possible alkenes from d