Draw a stepwise mechanism for the following reaction that illustrates why two

Chapter 7, Problem 7.69

(choose chapter or problem)

Draw a stepwise mechanism for the following reaction that illustrates why two substitution products are formed. Explain why 1-bromo-2-hexene reacts rapidly with a weak nucleophile (CH3OH) under SN1 reaction conditions, even though it is a 1 alkyl halide. CH3CH2CH2CH CHCH2Br CH3OH CH3CH2CH2CH CHCH2OCH3 + CH3CH2CH2CHCH + 1-bromo-2-hexene CH2 HBr OCH3

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