During the free radical halogenation of 2-methylbutane in the presence of ultraviolet light, what is β Hydrocarbons Chemistry Question
Question
During the free radical halogenation of 2-methylbutane in the presence of ultraviolet light, what is the major mono-brominated product obtained?
Answer: C
π‘ Solution & Explanation
Bromination is highly selective compared to chlorination. The free radical substitution mechanism relies on the stability of the intermediate alkyl radical. 2-methylbutane forms primary, secondary, and tertiary radicals. The tertiary free radical at carbon-2 is highly stable due to hyperconjugation. The highly selective bromine atom will predominantly attack this tertiary position, making 2-bromo-2-methylbutane the major product (>90%).
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