Organic Chemistry 1 Quiz
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CONJUGATED SYSTEMS & DIENES
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Which of the following chlorides would undergo solvolysis (an SN1 reaction) at the fastest rate in ethanol, and why?
A
1-chloro-2-butene, because it forms a primary allylic carbocation that is resonance stabilized.
B
3-chloro-1-butene, because steric hindrance is minimized at the primary carbon.
C
1-chlorobutane, because it lacks pi bonds that could electronically hinder the departure of the leaving group.
D
3-chloro-2-methyl-1-butene, because it forms a tertiary allylic carbocation that has extensive resonance stabilization.
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