Question

Identify \(Z\) in the sequence of reactions:
\(CH_3CH_2CH=CH_2  \xrightarrow{HBr/H_2O_2}Y \xrightarrow{C_2H_5ONa}Z\)

• A. \((CH_3)_2CH_2 – O – CH_2CH_3\)
• B. \(CH_3(CH_2)_4 – O – CH_3\)
• C. \( CH_3CH_2 – CH(CH_3)–O–CH_2CH_3\)
• D. \(CH_3 – (CH_2)_3 – O – CH_2CH_3\)

Answer 1

The Correct Option is D

The given sequence of reactions involves an alkene undergoing addition reactions followed by substitution using specific reagents. Let's analyze the steps involved:

1. Reaction 1: Hydroboration-Oxidation

   The alkene CH_3CH_2CH=CH_2 is treated with HBr in the presence of H_2O_2. This sequence is a specific form of addition called anti-Markovnikov addition, where the halogen attaches to the less substituted carbon due to the peroxide effect. Thus, Y will be:

   CH_3CH_2CH_2CH_2Br

2. Reaction 2: Williamson Ether Synthesis

   The compound Y is reacted with C_2H_5ONa, a strong base/nucleophile. This setup is typical for the Williamson ether synthesis. Here, the nucleophile (ethoxide ion (C_2H_5O^-)) will attack the bromine-bonded carbon, replacing the bromine to form an ether. The process produces Z:

   CH_3(CH_2)_3OCH_2CH_3

Thus, the correct answer is the ether CH_3 – (CH_2)_3 – O – CH_2CH_3.

This rules out the other options as they do not match the structure obtained through the reagent reactions described above.