Question:

The major product obtained from \(\mathrm{E_2}\) - elimination of 3-bromo-2-fluoropentane is

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Br is the better leaving group, so HBr is lost (not HF). The beta-hydrogen on C2 (which carries F) is the more acidic one and gives the more substituted (Zaitsev) alkene, CH3CH2CH=C(F)CH3.
Updated On: Nov 5, 2026
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The Correct Option is C

Solution and Explanation

Substrate: CH3-CHF-CHBr-CH2-CH3 (C1 to C5).
In E2 the better leaving group, Br-, leaves while the strong C-F bond stays. Options (1) and (2), in which F is lost and Br is kept, are therefore ruled out.
Beta-hydrogens relative to C3-Br are on C2 (one H, on the carbon carrying F) and on C4 (CH2).
Removing H from C2 gives CH3-CF=CH-CH2CH3 (option 3), a trisubstituted alkene; removing H from C4 gives CH3-CHF-CH=CH-CH3 (option 4), a disubstituted alkene.
The H on C2 is also more acidic because of the electron-withdrawing F, so it is removed more easily, and the Zaitsev (more substituted) alkene is the major product.
Answer: (3) CH3CH2CH=C(F)CH3
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