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

Question 43

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Treatment of tert-butyl alcohol with hydrogen chloride yields a mixture of tert-butyl chloride and 2-methylpropene. 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 <sup>1</sup>H NMR to help you decide which was which? b)How would the <sup>13</sup>C NMR for the two compounds differ? 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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a)2-Methylpropene has two kinds of hydro...

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