Use the information given to explain the following for unknown C3H9CI. 1. Assign the structure for each problem in this set. 2. For each answer provide a commentary that convinces the reader that your structural assignment is correct. You can discuss the evidence for the structure you propose as well as evidence against possible alternatives. 3. Each unique signal in the H NMR spectrum ought to be assigned to the structure.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
Section12.SE: Something Extra
Problem 49AP: The infrared spectrum of the compound with the mass spectrum shown below has a medium-intensity peak...
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Use the information given to explain the following for unknown C3H9CI.
1. Assign the structure for each problem in this set.
2. For each answer provide a commentary that convinces the reader that your
structural assignment is correct. You can discuss the evidence for the structure you
propose as well as evidence against possible alternatives.
3. Each unique signal in the H NMR spectrum ought to be assigned to the structure.
IR Spectrum
INFRARED SPECTRUM
1
0.8
0.6
0.4
0.2
3000
2000
1000
Wavenumber (cm-1)
13 C NMR: 138.1, 129.0, 128.7, 128.5, 44.8, 39.1
1H NMR (numbers on the top next to green shaded areas are integrations)
4
6 (ppm)
Transcribed Image Text:Use the information given to explain the following for unknown C3H9CI. 1. Assign the structure for each problem in this set. 2. For each answer provide a commentary that convinces the reader that your structural assignment is correct. You can discuss the evidence for the structure you propose as well as evidence against possible alternatives. 3. Each unique signal in the H NMR spectrum ought to be assigned to the structure. IR Spectrum INFRARED SPECTRUM 1 0.8 0.6 0.4 0.2 3000 2000 1000 Wavenumber (cm-1) 13 C NMR: 138.1, 129.0, 128.7, 128.5, 44.8, 39.1 1H NMR (numbers on the top next to green shaded areas are integrations) 4 6 (ppm)
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