Chem 317 Set 1 extra problems Solution

Chem 317 Set 1 extra problems Solution - Problem Set 1 Chem...

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Problem Set 1 Chem 317 1. How could you use 1 H and/or 13 C NMR to distinguish between the following pairs of isomers (use both if possible; if not, explain why not). i and ii would be difficult to distinguish in the 13 C NMR—both have 9 lines, all in about the same places. iii would be distinguishable by 13 C NMR because of symmetry: there would only be 7 lines in the spectrum. By 1 H NMR, all three could be distinguished if the separation of the individual aromatic H’s is sufficient. Compound i will show 2d and 2t, each integrating to 1H; compound ii will have a singlet, 2d and 1t, each integrating to 1H. compound iii will be the easiest to differentiate because it will show the classic p-substitution pattern. All of these are distinguishable both by 13 C NMR and by 1 H NMR. Compound i will have 3 lines in the 13 C and 3 signals in the 1 H; compound ii will have 6 lines in the !3 C and 6 signals in the 1 H; compound iii will have 4 lines in the 13 C an d3 signals in the
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Chem 317 Set 1 extra problems Solution - Problem Set 1 Chem...

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