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Question

Chemistry Question on Reaction Mechanisms & Synthesis

Identify the major product in the following reaction.
Chemical reaction

A

Product 1

B

Product 2

C

Product 3

D

Product 4

Answer

Product 3

Explanation

Solution

Solution 63
This is an elimination reaction (E2 mechanism) where the hydroxide ion acts as a strong base. The steps of the reaction are as follows:
Step 1: Identify the base and leaving group
In the presence of OH\text{OH}^- and EtOH, the bromine atom (Br\text{Br}) acts as the leaving group. The hydroxide ion abstracts a proton (H+\text{H}^+) from the adjacent carbon atom, resulting in the formation of a double bond.
Step 2: Formation of the double bond
Since the reaction proceeds via the E2 mechanism, the elimination occurs in a single step. The base removes a β\beta-hydrogen atom (attached to the carbon next to the carbon with Br\text{Br}), and the Br\text{Br}^- leaves, resulting in the formation of a double bond between the α\alpha- and β\beta-carbons.
Step 3: Determine the major product
The double bond forms between the α\alpha-carbon (the one originally bonded to the bromine atom) and the β\beta-carbon. Due to Zaitsev's rule, the most substituted alkene is the major product. Hence, the major product is cyclopentene with a methyl (CH3\text{CH}_3) substituent.
Final Answer: (3) Cyclopentene with a CH3\text{CH}_3 substituent.