Chapter 13: Q13-34E (page 419)
How many types of non-equivalent protons are present in each of the following molecules?

Short Answer
- 4
- 4
- 2
- 6
- 5
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Chapter 13: Q13-34E (page 419)
How many types of non-equivalent protons are present in each of the following molecules?

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Identify the different types of protons in the following molecule, and tell
where you would expect each to absorb:
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 .

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.

Estimate the chemical shift of each carbon in the following molecule. Predict which carbons will appear in the DEPT-90 spectrum, which will give positive peaks in the DEPT-135 spectrum, and which will give negative peaks in the DEPT-135 spectrum.
Propose structures for the two compounds whose1H NMR spectra are
shown.
(a) C4H9Br
(b) C4H8CI2
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