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The major product obtained from E2-elimination of 3-bromo-2-fluoropentane is:

1. CH3CH2–CH(Br)–CH=CH2
2. CH3–CH2–C(Br)=CH–CH3
3. CH3–CH=CH–CH(F)–CH3
4. CH3CH2CH=C(F)–CH3

Correct answer: CH3CH2CH=C(F)–CH3

Solution

Br at C3 leaves and a beta-H at C2 is removed to give the more stable internal alkene 2-fluoro-2-pentene, CH3CH2CH=C(F)CH3. The stored option still retains Br and is terminal, so it is not an elimination product.

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