Organic Chemistry (8th Edition)

Published by Pearson
ISBN 10: 0321768418
ISBN 13: 978-0-32176-841-4

Chapter 6 - Alkyl Halides: Nucleophilic Substitution and Elimination - Problems - Page 260: Problem 6-30 a

Answer

For both SN1 and E1, the first step is that Br- leaves. Next, for SN1, ethanol attacks, get deprotonated, and forms a substitution product. For E1, an adjacent carbon loses a proton and forms another bond with the C+ (so there is a double bond). A more substituted double bond is favored, so the H+ lost should be from a carbon that can form a more substituted double bond with the C+.

Work Step by Step

See image.
Update this answer!

You can help us out by revising, improving and updating this answer.

Update this answer

After you claim an answer you’ll have 24 hours to send in a draft. An editor will review the submission and either publish your submission or provide feedback.