A compound of molecular formula C5H12O2 compound has strong infrared absorption at 3300 to 3400 cm-1. Its 1H-NMR spectrum has three singlets at δ 0.9, 3.45, a

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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A compound of molecular formula C5H12O2 compound has strong infrared absorption at 3300 to 3400 cm-1. Its 1H-NMR spectrum has three singlets at δ 0.9, 3.45, and 3.2 ppm; relative integrals 3:2:1. The 13C-NMR spectrum shows three signals all at higher field than δ 100 ppm. Which of the following compounds best fits this data?

a. 2,2-Dimethyl-1,3-propanediol

b.  1,3-Dimethoxypropane

c.2,4-Pentanediol

d. 1,5-Pentanediol

 

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