Organic Chemistry

(Dana P.) #1
Problems 581


  1. There are four esters with molecular formula How could they be distinguished by NMR?

  2. An alkyl halide reacts with an alkoxide ion to form a compound whose NMR spectrum is shown here. Identify the alkyl halide
    and the alkoxide ion. (Hint:see Section 11.9.)


10 9 8765 4 3 210
δ (ppm)
frequency

1 H

C 4 H 8 O 2. 1 H

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

87654 3210

% Transmittance

4000

2.5 Wavelength (μm)

Wavenumber (cm−^1 )

C 4 H 8 O 2

Offset: 2.0 ppm

d.

δ (ppm)
frequency
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