Chapter 13: Q13-12P (page 404)
Identify the indicated sets of protons as unrelated, homotopic, enantiotopic, or diastereotopic:
a.
(b)
(c)
(d)
(e)
(f)
Short Answer
- Homotopic
- Enantiotopic
- Homotopic
- Diastereotopic
- Homotopic
- homotopic
Chapter 13: Q13-12P (page 404)
Identify the indicated sets of protons as unrelated, homotopic, enantiotopic, or diastereotopic:
a.
(b)
(c)
(d)
(e)
(f)
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Get started for freeQuestion: Predict the number of carbon resonance lines you would expect in the C- 13 NMR spectra of the following compounds:
(a) Methylcyclopentane
(b) 1- Methylcyclohexane
(c) 1,2- Dimethylbenzene
(d) 2- Methyl-2-butene
(e)
(f)
How could you use and1H 13C NMR to help distinguish the following
isomeric compounds of the formula C4H8?
Question: 3-Bromo-1-phenyl-1-propene shows a complex NMR spectrum in which the vinylic proton at C2 is coupled with both the C1 vinylic proton (J = 16 Hz) and the C3 methylene protons (J = 8 Hz). Draw a tree diagram for the C2 proton signal, and account for the fact that a five-line multiplet is observed .
2-Chloropropene shows signals for three kinds of protons in its 1H NMR spectrum. Explain.
Long-range coupling between protons more than two carbon atoms apart is sometimes observed when p bonds intervene. An example is found in 1-methoxy-1-buten-3-yne. Not only does the acetylenic proton, , couple with the vinylic proton , it also couples with the vinylic proton , four carbon atoms away. The data are:
Construct tree diagrams that account for the observed splitting patterns of ,, and .
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