Which of the following compounds will show retention in configuration on nucleophile substitution by OH– ion ? (A) CH3 –CH—CH2Br C2H5 (B) CH3 –CH—Br CH3 (C) CH3 –C–H C6H13 Br (D) CH3 –CH—Br C6H5

Question

Which of the following compounds will show retention in configuration on nucleophile substitution by OH– ion ?

(A) CH3 –CH—CH2Br C2H5
(B) CH3 –CH—Br CH3
(C) CH3 –C–H C6H13 Br
(D) CH3 –CH—Br C6H5

Prashant Kotian · Accepted Answer

Correct answer: A. CH3–CH–CH2–Br C2H5 SN1 CH3–CH–CH3 C2H5 Rearrangement CH3–C–CH3 C2H5 + CH3–C–CH3 C2H5 OH

💡 Solution & Explanation