The following is the predicted ¹H-NMR spectrum for an unknown compound with molecular formula C6H₁4O. This compound is a liquid at room temperature, is slightly soluble in water, and reacts with sodium metal with the evolution of a gas. 1 1H 2 1H b a CH₂CH3 A 3 1H elle 3 a PPM Choose from the constitutional isomers below to assign a structure to this spectrum. B [References] e CH3 4 2H CH3 CH3CH₂CHCH₂ CH3CH₂CH³ CH3CH₂CH₂CHCH₂OH b a b c d e a b c d eg OH f d 5 9H C

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 13.17P: Following are 1H-NMR spectra for compounds G, H, and I, each with the molecular formula C5H12O. Each...
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The following is the predicted 1H-NMR spectrum for an unknown compound with molecular formula C6H14O . This compound is a liquid at room temperature, is slightly soluble in water, and reacts with sodium metal with the evolution of a gas.

The following is the predicted ¹H-NMR spectrum for an unknown compound with molecular formula C6H₁4O. This compound is a liquid at room
temperature, is slightly soluble in water, and reacts with sodium metal with the evolution of a gas.
1 1H
r
2 1H
elle
ba
CH₂CH3
CH3CH₂CHCH₂OH
a b c d e
A
3 1H
illie
PPM
B
[References]
e
CH3
CH3CH2CHCHCH3
a b
OH f
Choose from the constitutional isomers below to assign a structure to this spectrum.
FI
4 2H
بالله
5
сл
9H
с
f
CH3
CH3CH₂CH₂CHCH₂OH
a b c d eg
Transcribed Image Text:The following is the predicted ¹H-NMR spectrum for an unknown compound with molecular formula C6H₁4O. This compound is a liquid at room temperature, is slightly soluble in water, and reacts with sodium metal with the evolution of a gas. 1 1H r 2 1H elle ba CH₂CH3 CH3CH₂CHCH₂OH a b c d e A 3 1H illie PPM B [References] e CH3 CH3CH2CHCHCH3 a b OH f Choose from the constitutional isomers below to assign a structure to this spectrum. FI 4 2H بالله 5 сл 9H с f CH3 CH3CH₂CH₂CHCH₂OH a b c d eg
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Does the peak labeled 5 correspond to group A, B, C, D, or E on structure B? 

 

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What hydrogen does peak 5 correspond to? 

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