A chemist attempted to cleave t-butyl pentyl ether with HBr. She obtained two products but neither product showed a broad peak at 3200-3400 cm-¹. Use the spectral data to determine the products of this reaction. 6 (ppm) multiplicity integration 3.52 2H 1.82 quintet 1.29 t 0.89 quintet 1.28 multiplet t 2H 2H 2H 3H Q 8 (ppm) multiplicity integration HBr + < Q heat Draw Reaction Product A Draw Reaction E

Fundamentals Of Analytical Chemistry
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Author:Skoog
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Chapter33: High-performance Liquid Chromatography
Section: Chapter Questions
Problem 33.14QAP
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A chemist attempted to cleave t-butyl pentyl ether with HBr.
She obtained two products but neither product showed a broad
peak at 3200-3400 cm-1.
Use the spectral data to determine the products of this
reaction.
6 (ppm) multiplicity integration
3.52
1.82 quintet
1.29 quintet
multiplet
1.28
t
0.89
t
2H
2 2 2 2
2H
2H
2H
8 (ppm) multiplicity integration
Q
HBr
heat
Draw Reaction
Product A
Draw Reaction
Transcribed Image Text:A chemist attempted to cleave t-butyl pentyl ether with HBr. She obtained two products but neither product showed a broad peak at 3200-3400 cm-1. Use the spectral data to determine the products of this reaction. 6 (ppm) multiplicity integration 3.52 1.82 quintet 1.29 quintet multiplet 1.28 t 0.89 t 2H 2 2 2 2 2H 2H 2H 8 (ppm) multiplicity integration Q HBr heat Draw Reaction Product A Draw Reaction
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