Q. Predict the product C obtained in the following reaction of butyne-1. CH₃CH₂–C≡CH + HCl → B —HI→ C
A) CH₃–CH₂–CH₂–CH(I)(Cl)
B) CH₃–CH₂–CH(I)–CH₂Cl
C) CH₃CH₂–C(I)(Cl)–CH₃
D) CH₃–CH(Cl)–CH₂CH₂I
Explanation
[Solution from source] HCl adds by Markovnikov's rule to give CH₃CH₂C(Cl)=CH₂ as product B. HI then also adds Markovnikov, with I going to the carbon already carrying Cl (stabilised carbocation), giving CH₃CH₂C(I)(Cl)CH₃. Putting I and Cl on the terminal carbon would be anti-Markovnikov. Answer (3).
Reviewed by Dr. Abubacker
Physics Educator & NEET/JEE Specialist
Ph.D. in Physics with 19+ years of teaching experience.