What is the element of unsaturation of the molecular formula? Show the math you use: 2. What are the functional groups present in this molecule? Show all of them below: 3.Draw at least two possible structures that have the required element of unsaturation as well as the observed functional groups 4.Based on the 1H NMR above, what

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
Chapter14: Mass Spectrometry
Section: Chapter Questions
Problem 14.37P
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Identify the structure of the compound a and b having the following IR, 1H NMR spectra (integrals and splitting are shown in the boxes).

1. What is the element of unsaturation of the molecular formula? Show the math you use:

2. What are the functional groups present in this molecule? Show all of them below:

3.Draw at least two possible structures that have the required element of unsaturation as well as the observed functional groups

4.Based on the 1H NMR above, what molecular fragmentations do you see:

5.Draw your final decision of the structure below

 

Compound a. CH12O
IR
50
30
3400
2200
3000
2400
2200
2000
1200
1000
Waenumbers em-1)
9H, s
1Η ΝΜR
TMS
2H, d
1H, d
10
8
7
6
3
2
Note that TMS stands for tetramethylsilane – the chemical shift of which is set as 0 ppm. This chemical is used as
internal standard, in other words, ignore it. ©
urau
Transcribed Image Text:Compound a. CH12O IR 50 30 3400 2200 3000 2400 2200 2000 1200 1000 Waenumbers em-1) 9H, s 1Η ΝΜR TMS 2H, d 1H, d 10 8 7 6 3 2 Note that TMS stands for tetramethylsilane – the chemical shift of which is set as 0 ppm. This chemical is used as internal standard, in other words, ignore it. © urau
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