Chapter 13: Q13-40E (page 419)
Identify the indicated sets of protons as unrelated, homotopic, enantiotopic, or diastereotopic:
a.

b.

c.

Short Answer
Enantiotopic
Diastereotopic
Diastereotopic
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Chapter 13: Q13-40E (page 419)
Identify the indicated sets of protons as unrelated, homotopic, enantiotopic, or diastereotopic:
a.

b.

c.

Enantiotopic
Diastereotopic
Diastereotopic
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Question: Propose structures for the three compounds whose NMR spectra are shown.



Question: How many electronically non-equivalent kinds of protons and how
many kinds of carbons are present in the following compound? Don’t
forget that cyclohexane rings can ring-flip.

Propose structures for compounds that fit the following NMR data:
(a) C5H10O
0.95(6H,double, J = 7Hz)
2.10(3H,singlet)
2.43(1H, mutiplet)
(b) C3H5Br
2.32(3H,singlet)
5.35 (3H,singlet)
5.45(1H, broad signet )
Propose a structure for an aromatic hydrocarbon, C11H16, that has the following 13C NMR spectral data:
Broadband decoupled: 29.5, 31.8, 50.2, 125.5, 127.5, 130.3, 139.8
DEPT-90: 125.5, 127.5, 130.3
DEPT-135: positive peaks at 29.5, 125.5, 127.5, 130.3d;negative peak at
50.2
Question: The following1H NMR absorptions were obtained on a spectrometer
operating at 200 MHz and are given in hertz downfield from the TMS
standard. Convert the absorptions tounits.
(a)436 Hz(b)956 Hz(c)1504 Hz
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