Q.52 - Organic Chemistry

Question

Under certain reaction conditions, 2,3-dibromobutane reacts with two equivalents of base to give three products, each of which contains two new  bonds. Product A has two sp hybridized carbon atoms, product B has one sp hybridized carbon atom, and product C has none. What are the structures of A, B, and C?

Step-by-Step Solution

Answer

The structures A, B, and C, are shown below:-

Concentration of the base

The base is taken here in two equivalents, and as a result, two times elimination reaction will occur as it will abstract two  $\mathbf{\text{β}}$ hydrogens.

Types of β hydrogens

The presence of different types of $\text{β}$ hydrogens results in different products.

Representation of different types of  hydrogens

Two types of  hydrogens are there; hence two different products will be formed. But here, three different products will be formed due to three different mechanistic approaches towards its product formation.

Observation of the structures

The structure contains two sp hybridized carbons

The structure contains only one sp hybridized carbons.

The structure contains no sp hybridized carbons

Based on all the given points. the structures A, B, and C, are drawn below:-

Representation of the final products