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Organic Chemistry | 9th Edition | ISBN: 9780321971371 | Authors: Leroy G. Wade, Jan W. Simek
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The solvolysis of 2-bromo-3-methylbutane potentially can give several products

Chapter 7, Problem PROBLEM 7-19

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QUESTION:

The solvolysis of 2-bromo-3-methylbutane potentially can give several products, including both E1 and \(\mathrm{S}_{\mathrm{N}} 1\) products from both the unrearranged carbocation and the rearranged carbocation. Mechanisms 6-6 (page 282) and 7-2 (previous page) show the products from the rearranged carbocation. Summarize all the possible products, showing which carbocation they come from and whether they are the products of E1 or \(\mathrm{S}_{\mathrm{N}} 1\) reactions.

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QUESTION:

The solvolysis of 2-bromo-3-methylbutane potentially can give several products, including both E1 and \(\mathrm{S}_{\mathrm{N}} 1\) products from both the unrearranged carbocation and the rearranged carbocation. Mechanisms 6-6 (page 282) and 7-2 (previous page) show the products from the rearranged carbocation. Summarize all the possible products, showing which carbocation they come from and whether they are the products of E1 or \(\mathrm{S}_{\mathrm{N}} 1\) reactions.

ANSWER:

Step 1 of 6

E1 reaction involves a unimolecular mechanism of removing a functional group from a given compound.  reaction involves a unimolecular mechanism of substituting a nucleophile from the compound.

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