Question 096 Propose a three-step synthetic sequence to accomplish the transformation below. 1) HBr, ROOR; 2) t-BuOK; 3) CH3CH2CCNa 1) NaOEt; 2) HBr, ROOR; 3) CH3CH2CCNa 1) t-BuOK; 2) NaNH2; 3) CH3CH2CCNa 1) CH3CH2CH2CH2Br; 2) NaOEt; 3) HBr, ROOR 1) t-BuOK; 2) HBr, ROOR; 3) CH3CH2CCNa 1) NaOEt; 2) NBS, hν; 3) NaSBu

Complete Question

Question 096 Propose a three-step synthetic sequence to accomplish the transformation below.

Option 1 =>  1) HBr, ROOR; 2) t-BuOK; 3) CH3CH2CCNa

Option 2 => 1) NaOEt; 2) HBr, ROOR; 3) CH3CH2CCNa

Option 3 => 1) t-BuOK; 2) NaNH2; 3) CH3CH2CCNa

Option 4 => 1) CH3CH2CH2CH2Br; 2) NaOEt; 3) HBr, ROOR

Option 5 => 1) t-BuOK; 2) HBr, ROOR; 3) CH3CH2CCNa

Option 6 => 1) NaOEt; 2) NBS, hν; 3) NaSBu

The correct option is option 5

Explanation:

   The mechanism of the reaction is shown on the first uploaded image