Trichloromethanesulfonyl chloride, chlorination

In the chlorination by trichloromethanesulfonyl chloride, cyclohexane is about three times as reactive as toluene. 

The oxidation of trichloromethanesulfenyl chloride by nitric acid or oxidative chlorination in the presence of water yields trichloromethanesulfonyl chloride [2547-61-7], CC13S02C1, which is a lacrimatory solid (mp 140—142.5°C), which is surprisingly stable to hydrolysis and can be steam-distilled. 

Chlorination (-Butyl hypochlorite. N-Chiorosuccinimide. Cupric chloride. Dibenzoyl peroxide. Dimethylformamide. Phosphorus pentachloride. Phosphorus trichloride. Selenium oxychloride. Sodium chlorate. Sulfuryl chloride. Tetra- -butylammonium iodotetrachloride. N,2,4,6-Tetrachloroacetanilide. Thionyl chloride. Trichloromethanesulfonyl chloride. Triphenylphosphine dichloride. 

The chlorination has been compared with bromination by BrCClj carried out under radical chain conditions. In this reaction, cyclohexane is about one-fifth as reactive as toluene, but in the chlorination by trichloromethanesulfonyl chloride, cyclohexane is about three time more reactive that toluene. Does this information permit a choice between the chain sequences you have written in part (a) ... 

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