Hexamethylbenzene undergoes free-radical chlorination to
Chapter 18, Problem 53SP(choose chapter or problem)
Hexamethylbenzene undergoes free-radical chlorination to give one monochlorinated product \(\left(\mathrm{C}_{12} \mathrm{H}_{17} \mathrm{Cl}\right)\) and four dichlorinated products \(\left(\mathrm{C}_{12} \mathrm{H}_{16} \mathrm{Cl}_{2}\right)\). These products are easily separated by GC-MS, but the dichlorinated products are difficult to distinguish by their mass spectra. Draw the monochlorinated product and the four dichlorinated products, and explain how \({ }^{13} \mathrm{C} \text { NMR }\) would easily distinguish among these compounds.
Equation Transcription:
Text Transcription:
(C_{12}H_{17}Cl)
(C_{12}H_{16}Cl_{2})
GC-MS
^{13}C NMR
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