Problem Set 1 Reich

Chem 345
Two Isomers of C4H8O2

Problem R-16A: C4H8O2

300 MHz 1H NMR Spectrum in CDCl3
Source: Aldrich Spectral Viewer/Reich

O
Hz
30 20 10 0
O

4.2 4.1 2.05 2.00 1.30 1.25

10 9 8 7 6 5 4 3 2 1 0
ppm

Problem R-16B: C4H8O2

300 MHz 1H NMR Spectrum in CDCl3
Source: Aldrich Spectral Viewer/Reich

Hz
30 20 10 0

3.70 3.65 2.4 2.3 1.20 1.15 1.10

10 9 8 7 6 5 4 3 2 1
ppm
 Two Isomers of C4H8O2

Problem R-16C: C4H8O2

300 MHz 1H NMR Spectrum in CDCl3
Source: Aldrich Spectral Viewer/Reich
O

H O
Hz
30 20 10 0

3.00

1.8 1.7 1.6

2.11 2.06

1.00 0.95
1.01

8.10 8.05
4.15 4.10

10 9 8 7 6 5 4 3 2 1 0
ppm

Problem R-16D: C4H8O2

100 MHz 1H NMR Spectrum
Source: Reich
3.07

OH

Hz
30 20 10 0 2.12
2.00

0.97

1.0
2.4 2.3 1.7 1.6

12 11 10 9 8 7 6 5 4 3 2 1 0
ppm
 Two Isomers of C4H8O2

Problem R-16E: C4H8O2

100 MHz 1H NMR Spectrum
Source: Reich

OH

Hz
30 20 10 0

4.4 4.2 1.4

ppm ppm

10 9 8 7 6 5 4 3 2 1 0
ppm

Problem R-16F: C4H8O2

300 MHz 1H NMR Spectrum
Solv: CDCl3
Source: Aldrich Spectra Viewer/Reich

OH

6.00

30 20 10 0 Hz

2.7 2.6 2.5 1.2 1.1

0.99
0.85

13 12 11 10 9 8 7 6 5 4 3 2 1 0
ppm
 Two Isomers of C4H8O2

Problem R-16G: C4H8O2

300 MHz 1H NMR Spectrum in CDCl3
Source: Aldrich Spectral Viewer/Reich

O
OMe

3.15
3.00

2.05

10 9 8 7 6 5 4 3 2 1 0
ppm

Problem R-16H: C4H8O2

300 MHz 1H NMR Spectrum in CDCl3
Source: Aldrich Spectral Viewer/Reich

O
Hz
OH 30 20 10 0

3.00

1.88 1.98

4.30 4.25 4.20 2.50 2.45 2.40 1.2 1.1

0.77

10 9 8 7 6 5 4 3 2 1 0
ppm
 Two Isomers of C4H8O2

Problem R-16I: C4H8O2

300 MHz 1H NMR Spectrum
Source: Aldrich Spectra Viewer/Reich

O
4.2 4.1 4.0 3.9
30 20 10 0 Hz

3.40 3.35 3.30

3.13

2.62

2.00

1.30 1.25

5.0 4.9 4.8

10 9 8 7 6 5 4 3 2 1 0
ppm

Problem R-16J: C4H8O2

300 MHz 1H NMR Spectrum
Source: Aldrich Spectra Viewer/Reich

O OH

30 20 10 0 Hz

3.00 2.95 2.90 2.85 2.80 2.75 2.70 2.65 2.60

3.04

1.98 1.92

3.80 3.75 3.70 3.65 3.60 3.55 3.50 1.00

10 8 6 4 2 0
ppm