3H, t 1Η ΝMR 2H, q 1H,broad Disappears when 1 drop of D20 was added. 12 11 10 8. 6. 4 2

Introductory Chemistry: A Foundation
9th Edition
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Donald J. DeCoste
Chapter8: Chemical Composition
Section: Chapter Questions
Problem 53QAP
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Question

 Identify the structure of the compound a with a formula of C3H6O2 having the following IR, and 1H NMR spectra (integrals and multiplicity shown in the boxes: s-singlet, d-doublet, t-triplet, q-quartet, etc.). Label the spectra with proper information you deduced (functional groups, number of protons, fragments, etc.).

Compound formula.  C3H6O2

Questions to help you decide 

  1. What is the element of unsaturation of the molecular formula? Show the equation you use:
  2. What are the functional groups present in this molecule? Show all of them belowDraw at least two possible structures that have the .
  3. 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. Is this one of the structures in your answer 5C?

Compound formula. C3H6O2
L00
IR
4000
5000
2000
1500
1000
MAVENUMB ERI l
Transcribed Image Text:Compound formula. C3H6O2 L00 IR 4000 5000 2000 1500 1000 MAVENUMB ERI l
3H, t
ΙΗ ΝMR
2H, q
1H,broad
Disappears when 1 drop of D20 was added.
12
11
10
8.
5
4
3
Transcribed Image Text:3H, t ΙΗ ΝMR 2H, q 1H,broad Disappears when 1 drop of D20 was added. 12 11 10 8. 5 4 3
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