Organic Chemistry

(Dana P.) #1
Problems 577


  1. Identify each of the following compounds from the NMR data and molecular formula. The number of hydrogens responsible
    for each signal is shown in parentheses.
    a. 1.97 ppm (6) singlet b. 2.01 ppm (3) doublet c. 1.15 ppm (3) triplet
    3.89 ppm (2) singlet 5.14 ppm (1) quartet 1.25 ppm (3) triplet
    7.35 ppm (5) broad singlet 2.33 ppm (2) quartet
    4.13 ppm (2) quartet

  2. Identify the compound with molecular formula that gives the following proton-coupled NMR spectrum.


80

210

Solvent

60 40 20 0
δ (ppm)
frequency

C 7 H 14 O 13 C

C 4 H 8 Br 2 C 8 H 9 Br C 5 H 10 O 2

1 H

c.

87654 3210
δ (ppm)
frequency

b.

87654 3210
δ (ppm)
frequency
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