Selective monochlorination of ketones and aromatic alcohols

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568709, 568779, 568393, 568315, 568 33, 568 48, 568726, 568729, 568730, 568637, C07C 4563, C07C 3762, C07C14800

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active

043107028

ABSTRACT:
Sulfuryl chloride is reacted in the liquid phase with an organic reactant which is a ketone or aromatic alcohol unsubstituted on both ortho carbons in the presence of a moderator selected from the group consisting of aliphatic alcohols of 1-3 carbons and aliphatic ethers of 2-6 carbons, with sufficient moderator being present to selectively produce a product substantially free of compounds with more than one chlorine atom per carbonyl or aromatic hydroxy. The products, such as monochloroacetone, monochlorocyclohexanone, monochlorophenol and 2,2-bis(3-chloro-4-hydroxyphenyl)propane, are useful as chemical intermediates and as monomers for flame retardant polymers.

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