Treatment of 2,2-dibromobutane with two equivalents of strong base affords 1-butyne and

Chapter 11, Problem 11.51

(choose chapter or problem)

Treatment of 2,2-dibromobutane with two equivalents of strong base affords 1-butyne and 2-butyne, as well as a small amount of 1,2-butadiene. Draw a mechanism showing how each compound is formed. Which alkyne should be the major product? CH3CBr2CH2CH3 H C C CH2CH3 + CH3 C C CH3 + CH2 C CHCH3 2,2-dibromobutane 1-butyne 2-butyne 1,2-butadiene

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