A student allowed 0.5000g 1,3-dimethylcyclohexane to react with chlorine to generate mono-chlorinated products. Sufficient chlorine was used such that 100% of the 1,3-dimethylcyclohexane was converted into mono-chlorinated products. If the relative reactivity of tertiary, secondary, and primary hydrogens under free radical chlorination conditions is 5.0, 3.6, and 1.0 respectively, calculate the number of grams of each chemically unique mono-chlorinated product. Show all necessary calculations.

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Explanation:

Accidental overlap of signals are common in H-1 NMR than in C-13 NMR for the following reasons;

1) 13C has a very low  natural abundance compared to H-1

2) 13C nucleus is s many times lesser in NMR sensitivity than H-1 nucleus.

3) As a result of its low abundance,  13C-13C coupling is not common.

4) Longer relaxation times do not give room for integrations.

5) Peaks in 13C spectra mainly consists of single lines.

As a result of all these, 13C-NMR spectra take longer to acquire than H-NMR. Hence, accidental overlap of signals is much more common in H-1 NMR than in C-13 NMR.

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