Abstract :
[en] With thionyl chloride SOCl2 as HCl precursor, 1-methylcyclohexene is hydrochlorinated. In the absence of a solid catalyst, between half and two-thirds of the product mixture are the anti-Markovnikov adduct, trans 1-chloro-2-methyl cyclohexane. Catalysis by the ZF 520 zeolite or the K10 montmorillonite makes the reaction selective. It then affords a quantitative yield of (10:1) Markovnikov adduct 1-chloro-1-methylcyclohexane.
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