Chapter 13: Q13-35E (page 419)
The following compounds all show a single line in their NMR spectra. List them in order of expected increasing chemical shift:
,cyclohexane ,,benzene
Short Answer
Increasing order is as follows:
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Chapter 13: Q13-35E (page 419)
The following compounds all show a single line in their NMR spectra. List them in order of expected increasing chemical shift:
,cyclohexane ,,benzene
Increasing order is as follows:
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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
Identify the different types of protons in the following molecule, and tell
where you would expect each to absorb:
Assign as many resonances as you can to specific carbon atoms in the 13C
NMR spectrum of ethyl benzoate.

How many 13C NMR absorptions would you expect for cis-1,3-dimethylcyclohexane?For trans-1,3-dimethylcyclohexane? Explain.
How many types of non-equivalent protons are present in each of the following molecules?

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