State conjugated diene addition reaction

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Conjugated diene addition reaction

a) When HCl is added to 1,3-butadiene either 3-chloro-1-butene or 1-chloro-2-butene forms. Which product is more stable? Explain.

b) Explain why at low temperatures, e.g. -80oC, when HCl is added to 1,3-butadiene the major product is 3-chloro-1-butene.

c) Explain why at +80oC when HCl is added to 1,3-butadiene the major product is 1-chloro-2-butene.

d) 3-chloro-1-butene is converted to 1-chloro-2-butene at +80oC, i.e. give the mechanism for the conversion. (Note: AlCl3 can be used to catalyze the conversion.)

Reference no: EM13168599

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