QUESTION 23 A compound of molecular formula C5H1202 compound has strong infrared absorption at 3300 to 3400 cm-1. Its 1H-NMR spectrum has three singlets at 8 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 5 100 ppm. Which of the following compounds best fits this data? O a. 2,2-Dimethyl-1,3-propanediol O b.2,4-Pentanediol Oc 1,3-Dimethoxypropane O d. 1,5-Pentanediol

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 87AP: The proton NMR spectrum for a compound with formula C10H12O2 is shown below. The infrared spectrum...
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QUESTION 23
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 ō 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 5 100 ppm. Which of the following compounds best fits this data?
O a. 2,2-Dimethyl-1,3-propanediol
O b.2.4-Pentanediol
Oc 1,3-Dimethoxypropane
O d. 1,5-Pentanediol
Transcribed Image Text:QUESTION 23 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 ō 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 5 100 ppm. Which of the following compounds best fits this data? O a. 2,2-Dimethyl-1,3-propanediol O b.2.4-Pentanediol Oc 1,3-Dimethoxypropane O d. 1,5-Pentanediol
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