Chapter 14: Q28P (page 643)
Describe the 1H NMR spectrum you would expect for each of the following compounds, indicating the relative positions of the signals:



Short Answer
a.

b.

c.

d.

e.

f.

g.

h.

i.

j.

k.

l

m.

n.

o.

p.

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Chapter 14: Q28P (page 643)
Describe the 1H NMR spectrum you would expect for each of the following compounds, indicating the relative positions of the signals:



a.

b.

c.

d.

e.

f.

g.

h.

i.

j.

k.

l

m.

n.

o.

p.

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Draw a diagram like the one shown in Figure 14.12 to predict;
a. the relative intensities of the peaks in a triplet.
b. the relative intensities of the peaks in a quintet.
Identify the compound with molecular formula C7H14O that gives the following proton-coupled 13C NMR spectrum:

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

A signal is seen at 600 Hz from the TMS signal in an NMR spectrometer with a 300-MHz operating frequency.
a. What is the chemical shift of the signal?
b. What is its chemical shift in an instrument operating at 500 MHz?
c. How many hertz from the TMS signal is the signal in a 500-MHz spectrometer?
When compound A ( ) is treated with HBr, it forms compound B ( ). The 1 H NMR spectrum of compound A has a 1H singlet, a 3H doublet, a 6H doublet, and two 1H multiplets. The 1 H NMR spectrum of compound B has a 6H singlet, a 3H triplet, and a 2H quartet. Identify compounds A and B.
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