H NMR of M ЗН H NMR of N ЗН ЗН ЗН 1H ЗН- 2H 2 H 2 H 2 H 9. 8. 4 3 2 4 2 ppm ppm 00

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter13: Nuclear Magnetic Resonance Spectroscopy
Section: Chapter Questions
Problem 13.27P: The 13C-NMR spectrum of 3-methyl-2-butanol shows signals at 17.88 (CH3), 18.16 (CH3), 20.01 (CH3),...
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Treatment of (CH3)2CHCH(OH)CH2CH3 with TsOH affords two products (M and N) with molecular formula C6H12. The 1H NMR spectra of M and N are given below. Propose structures for M and N, and draw a mechanism to explain their formation.

H NMR of M
ЗН
H NMR of N
ЗН
ЗН
ЗН
1H
ЗН-
2H
2 H
2 H
2 H
9.
8.
4
3
2
4
2
ppm
ppm
00
Transcribed Image Text:H NMR of M ЗН H NMR of N ЗН ЗН ЗН 1H ЗН- 2H 2 H 2 H 2 H 9. 8. 4 3 2 4 2 ppm ppm 00
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