COMEDK2023Morning ShiftChemistryHaloalkanes and HaloarenesActual
Identify A, B and C.
Correct answer
3
Step-by-step solution
The starting material is neopentyl bromide, (CH₃)₃CCH₂Br . For the S_N2 reaction, the nucleophile C₂H₅OH attacks the primary carbon, displacing the bromide ion. This leads to the substitution product A, which is (CH₃)₃CCH₂OC₂H₅ . For the S_N1 reaction, the leaving group Br⁻ departs to form a primary carbocation, which undergoes a 1,2-methyl shift to form a more stable tertiary carbocation, (CH₃)₂C⁺CH₂CH₃ . The nucleophile C₂H₅OH then attacks this tertiary carbocation to form the substitution product B, which is (CH