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Each of the following compounds exhibits a 1 H NMR

Chapter 16, Problem 16.31

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QUESTION:

Each of the following compounds exhibits a \({ }^{1} \mathrm{H} \text { NMR }\) spectrum with only one signal. Deduce the structure of each compound:

(a) \(\mathrm{C}_{5} \mathrm{H}_{10}\)

(b) \(\mathrm{C}_{5} \mathrm{H}_{8} \mathrm{Cl}_{4}\)

(c) \(\mathrm{C}_{12} \mathrm{H}_{18}\)

Questions & Answers

QUESTION:

Each of the following compounds exhibits a \({ }^{1} \mathrm{H} \text { NMR }\) spectrum with only one signal. Deduce the structure of each compound:

(a) \(\mathrm{C}_{5} \mathrm{H}_{10}\)

(b) \(\mathrm{C}_{5} \mathrm{H}_{8} \mathrm{Cl}_{4}\)

(c) \(\mathrm{C}_{12} \mathrm{H}_{18}\)

ANSWER:

Step 1 of 3

(a) The given compound \(\rm{C}_5\rm{H}_{10}\) giving only one signal in proton NMR is drawn below:

 From the above-given structure, it is clear that all the ten hydrogens present in the chemical compound are chemically equivalent. Therefore, it has the same chemical environment, resulting in only a single signal in the \({ }^{1} \mathrm{H} \text { NMR }\) spectrum.

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