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
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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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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 .
How could you use NMR to distinguish between the following pairs of isomers?

Assign as many resonances as you can to specific carbon atoms in the 13C
NMR spectrum of ethyl benzoate.

Predict the splitting patterns you would expect for each proton in the following molecules:
The amount of energy required to spin-flip a nucleus depends both on the strength of the external magnetic field and on the nucleus. At a field strengthof 4.7 T, rf energy of 200 MHz is required to bring a nucleus into resonance, but energy of only 187 MHz will bring a nucleus into resonance. Calculate the amount of energy required to spin-flip a nucleus. Is this amount greateror less than that required to spin-flip a nucleus?
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