Question

a. What product(s) are expected in the ethoxide-promoted ß-elimination reaction of 1-chloro-1-methylcyclohexane? Omit ions, salts, and ethanol from your response.

b. What product(s) are expected in the ethoxide-promoted ß-elimination reaction of 2-bromo-2,3-dimethylbutane? Omit ions, salts, and ethanol from your response.

Answer 1

Concepts and reason

The concept used to solve the given problem is the knowledge of the - elimination reaction.

Fundamentals

The leaving groups leaves the alkyl halide from the - position on the attack of base on the proton at - position of the alkyl halide this leads to the 1,2-elimination product and results in the formation of respective alkene as the product.

The bimolecular elimination reaction or the E2 elimination reaction is the concerted process involves the attack of base to abstracts acidic - hydrogen and removal of leaving group occurs simultaneously.

Part 1

As given reactant is has two adjacent - hydrogen present at the adjacent - carbon.

The structural representation of - hydrogen in the given reactant is as follows:

When the ethoxide ion acts as a base, abstracts the - hydrogen which results in the formation of major product and the reaction is as follows:

When the ethoxide ion acts as a base, abstracts the - hydrogen which results in the formation of minor product less substituted and the reaction is as follows:

Part 2

As given reactant is has two adjacent - hydrogen present at the adjacent - carbon.

The structural representation of - hydrogen in the given reactant is as follows:

When the ethoxide ion acts as a base, abstracts the - hydrogen which results in the formation of major product and the reaction is as follows:

When the ethoxide ion acts as a base, abstracts the - hydrogen which results in the formation of minor product less substituted and the reaction is as follows:

Ans: Part 1

The products expected in the ethoxide-promoted -elimination reaction of are as follows:

Part 2

The products expected in the ethoxide-promoted -elimination reaction of are as follows: