Organic Chemistry II |
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Professor Carl C. Wamser |
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Chem 335 - Winter 2006 |
Chapter 13 Homework |
Carey, pages 596 - 603 :
Problems 13.26 - 47
1. Predict the general features of the proton and C-13 NMR spectra of the
following compounds. Use the format of question
2 below.
a) diethyl ketone
b) p-ethylbenzoic acid
c) CH3-O-CH(CH3)-CH2-CH=O
2. Identify the following compounds based on their proton NMR spectra:
a) C3H6O
2.72 ppm, area 2, quintet
4.73 ppm, area 4, triplet
b) C8H8O2
11.0 ppm, area 1, singlet
7.0 ppm, area 5, multiplet
3.0 ppm, area 2, singlet
c) C10H14
7.05 ppm, area 4, singlet
2.45 ppm, area 4, quartet
1.05 ppm, area 6, triplet
d) C3H6Br2
3.80 ppm, area 1, multiplet
3.50 ppm, area 2, doublet
1.12 ppm, area 3, doublet
e) C6H10
4.82 ppm, area 2, singlet
2.22 ppm, area 4, triplet
1.65 ppm, area 4, triplet