Treatment of Tert-Butyl Alcohol with Hydrogen Chloride Yields a Mixture

question 43

Essay

Treatment of tert-butyl alcohol with hydrogen chloride yields a mixture of tert-butyl chloride and 2-methylpropene. a)After chromatographic separation, how would you use ¹H NMR to help you decide which was which?
b)How would the ¹³C NMR for the two compounds differ?

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