Organic Chemistry

70. Identify the compound with molecular formula that gives the following NMR spectrum.


71. Determine the structure of each of the following compounds based on its mass, IR, and NMR spectra.

2.6 2.7 2.8 2.9 3 3.5 4 4.5 5 5.5 6 7 8 9 10 11 12 13 14 15 16

380036003400320030002800260024002200 2000 1800 1600 1400 1200 1000 800 600

Wavelength (μm)

Wavenumber (cm−^1 )

% Transmittance

2.5

4000

0 20 40 60 80 100 120

114

Relative abundance

m/z

43

71

58

27

100

50

0

a.

1 H

200 175 150 125 100 75 50 25 0

δ (ppm)

frequency

C 3 H 5 Cl 3 13 C

590 CHAPTER 14 NMR Spectroscopy