2, 2-Dimethyloxirane dissolved in excess methanol and treated with a little acid yields the product 2-methoxy- 2-methyl-1-propanol

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2, 2-Dimethyloxirane dissolved in excess methanol and treated with a little acid yields the product 2-methoxy- 2-methyl-1-propanol (and no 1-methoxy-2-methyl-2-propanol). What reaction mechanism explains this result?

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Organic Chemistry A Short Course

ISBN: 978-1111425562

13th edition

Authors: Harold Hart, Christopher M. Hadad, Leslie E. Craine, David J. Hart

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Question Posted: Apr 29, 2016 04:36 PM

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2, 2-Dimethyloxirane dissolved in excess methanol and treated with a little acid yields the product 2-methoxy- 2-methyl-1-propanol

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After protonation of the oxygen the epoxide ring opens in an S N 1 manner to give the tertiar...View the full answer

Organic Chemistry A Short Course

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