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Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Rosalind carried out the reaction below in the lab, with a slight excess of methyl iodide.
She expected to obtain a pristine ¹H NMR spectrum given her usual success in the lab!
She noticed however that in addition to the expected peaks, there were unexpected
peaks in the alkyl and aromatic regions. In the aromatic region, one additional signal
with no splitting was observed and in the alkyl region, one additional signal with no
splitting was also observed.
CH3CI
AICI 3
CH3
a. How many unique signals were expected in the ¹H NMR of Cameron's expected
product?
b. Draw a side product that is consistent with the additional signals observed by
Rosalind.
c. Using your knowledge of electrophilic aromatic substitutions, explain why a
noticeable amount of this side product formed, and why it can be difficult to avoid!
Transcribed Image Text:Rosalind carried out the reaction below in the lab, with a slight excess of methyl iodide. She expected to obtain a pristine ¹H NMR spectrum given her usual success in the lab! She noticed however that in addition to the expected peaks, there were unexpected peaks in the alkyl and aromatic regions. In the aromatic region, one additional signal with no splitting was observed and in the alkyl region, one additional signal with no splitting was also observed. CH3CI AICI 3 CH3 a. How many unique signals were expected in the ¹H NMR of Cameron's expected product? b. Draw a side product that is consistent with the additional signals observed by Rosalind. c. Using your knowledge of electrophilic aromatic substitutions, explain why a noticeable amount of this side product formed, and why it can be difficult to avoid!
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