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
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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Get started for freeAssign as many resonances as you can to specific carbon atoms in the 13C
NMR spectrum of ethyl benzoate.
Compound A, a hydrocarbon with = 96 in its mass spectrum, has the spectral data given below. On reaction with , followed by treatment with basic , A is converted into B, whose spectral data are also given below. Propose structures for A and B.
Compound A Broadband-decoupled NMR: 26.8, 28.7, 35.7, 106.9, 149.7 d DEPT-90: no peaks DEPT-135: no positive peaks; negative peaks at 26.8, 28.7, 35.7, 106.9 d
Compound B Broadband-decoupled NMR: 26.1, 26.9, 29.9, 40.5, 68.2 d DEPT-90: 40.5 d DEPT-135: positive peak at 40.5 d; negative peaks at 26.1, 26.9, 29.9, 68.2 d
Propose structures for the two compounds whose1H NMR spectra are
shown.
(a) C4H9Br
(b) C4H8CI2
Assume that you have a compound with the formula C3H6O .
(a) How many double bonds and/or rings does your compound
contain?
(b) Propose as many structures as you can that fit the molecular
formula.
(c) If your compound shows an infrared absorption peak at 1715cm-1,
what functional group does it have?
(d) If your compound shows a single 1H NMR absorption peak at 2.1,
what is its structure?
How could you use NMR, NMR, and IR spectroscopy to help you
distinguish between the following structures?
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