JEE Main levelSingle correct optionDifficulty 2 of 3o2023
2-Methylbut-2-ene, (CHX3)X2C=CH−CHX3, reacts with HBr in the presence of peroxide. The major product is
A2-bromo-2-methylbutane
B1-bromo-2-methylbutane
C2-bromo-3-methylbutane
D1-bromo-3-methylbutane
Answer: C
Br⋅ adds to the less hindered carbon (the CH carbon, C-3) so that the tertiary radical at C-2 forms. This radical abstracts H from HBr. The product is CHX3−CHBr−CH(CHX3)X2, 2-bromo-3-methylbutane (anti-Markovnikov).