Chapter 14: Q23P (page 640)
Indicate the number of signals and the multiplicity of each signal in the 1 H NMR spectrum of each of the following compounds:
a)
b)
c)
d)
Short Answer
- 3 signals
- 3 signals
- 2 signals
- 3 signals
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Chapter 14: Q23P (page 640)
Indicate the number of signals and the multiplicity of each signal in the 1 H NMR spectrum of each of the following compounds:
a)
b)
c)
d)
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Identify each of the following compounds from the 1H NMR data and molecular formula:
a.C4H8Br2: a 6H singlet at 1.97 ppm
a 2H singlet at 3.89 ppm
b. C8H9Br: a 3H doublet at 2.01 ppm
a 1H quartet at 5.14 ppm
a 5H broad singlet at 7.35 ppm
c. C5H10O2: a 3H triplet at 1.15 ppm
a 3H triplet at 1.25 ppm
a 2H quartet at 2.33 ppm
a 2H quartet at 4.13 ppm
Without referring to Table 14.1, label the proton or set of protons in each compound that gives the signal at the lowest frequency a, at the next lowest b, and so on.

The 1H NMR spectrum of 2-propane-1-ol is shown here. Indicate the protons in the molecule that are responsible for each of the signals in the spectrum.

Which underlined proton (or sets of protons) has the greater chemical shift (that is, the higher frequency signal)?

Propose a mechanism for proton exchange of an alcohol in aqueous base.
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