Brown & Foote, pages 495 - 504 :
Problems 13.12 - 13 , 15 - 22 , 27 , 29
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