A compound shows only one peak at 0.9 ppm on its 1H-NMR.  Its IR shows only a strong peak right below 3,000 cm-1.  Its molar mass is 72.   Elemental analysis indicated 83.3% carbon, 16.7% hydrogen.  Which compound is it?     Pentane     2-Methyl-butan-1-ol     2,2-Dimethylpropane     CHO-CH2-CHO     Cyclobutanamine

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
Section13.11: Characteristics Of 13c Nmr Spectroscopy
Problem 17P
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A compound shows only one peak at 0.9 ppm on its 1H-NMR.  Its IR shows only a strong peak right below 3,000 cm-1.  Its molar mass is 72.   Elemental analysis indicated 83.3% carbon, 16.7% hydrogen.  Which compound is it?

   

Pentane

   

2-Methyl-butan-1-ol

   

2,2-Dimethylpropane

   

CHO-CH2-CHO

   

Cyclobutanamine

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