Use the following E1 reaction to answer the theoretical questions. он H,SO, -Ph Ph -Ph H20 B 217 °C 231 °C -Ph bp: 229 °C a. Propose a mechanism for the formation of each product. b. A carbocation rearrangement must occur to form product C. Why is this carbocation rearrangement favored? c. Rank the products in order of increasing stability of the alkene.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.8: The E2 Reaction And The Deuterium Isotope Effect
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1. Theoretical questions
Use the following E1 reaction to answer the theoretical questions.
он
H,SO,
-Ph
H20
В
217 °C
231 °C
A
bp: 229 °C
a. Propose a mechanism for the formation of each product.
b. A carbocation rearrangement must occur to form product C. Why is this carbocation
rearrangement favored?
c. Rank the products in order of increasing stability of the alkene.
CHM 2070 Lab
Fall 2020
d. In gas chromatography, which product would have the shortest retention time and which
would have the longest retention time?
Transcribed Image Text:1. Theoretical questions Use the following E1 reaction to answer the theoretical questions. он H,SO, -Ph H20 В 217 °C 231 °C A bp: 229 °C a. Propose a mechanism for the formation of each product. b. A carbocation rearrangement must occur to form product C. Why is this carbocation rearrangement favored? c. Rank the products in order of increasing stability of the alkene. CHM 2070 Lab Fall 2020 d. In gas chromatography, which product would have the shortest retention time and which would have the longest retention time?
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