Hexamethylbenzene undergoes free-radical chlorination to give one monochlorinated product (C12H17Cl) and four dichlorinated products (C12H16Cl2). These products are easily separated by GC-MS, but the dichlorinated products are difficultto distinguish by their mass spectra. Draw the monochlorinated product and the four dichlorinated products, and explainhow 13C NMR would easily distinguish among these compounds.1

Hexamethylbenzene undergoes free-radical chlorination to give one monochlorinated product (C12H17Cl) and four dichlorinated products (C12H16Cl2). These products are easily separated by GC-MS, but the dichlorinated products are difficultto distinguish by their mass spectra. Draw the monochlorinated product and the four dichlorinated products, and explainhow 13C NMR would easily distinguish among these compounds.1

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter17: Alcohols And Phenols

Section17.11: Spectroscopy Of Alcohols And Phenols

Problem 19P: When the 1HNMR spectrum of an alcohol is run in dimethylsulfoxide (DMSO) solvent rather than in...

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