The Journal of Organic Chemistry

Polar, Steric, and Solvent Effects in the Cleavage Reactions of Trichloro-and Tribromoacetates with Primary and Secondary Amines1, 2

RH Yocum, MM Joullié

Index: Yocum,R.H.; Joullie,M.M. Journal of Organic Chemistry, 1966 , vol. 31, p. 3823 - 3827

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Citation Number: 3

Abstract

phosphorus tribromide (19.0 g, 0.07 mole), and xylene (175 ml) were heated for 4 hr at the boiling point of the solvent. The turbid reaction mixture was poured over asbestos. The resulting clear liquid was distilled under reduced pressure to give 37.0 g (68.5%) of tribromoacetyl bromide, bp 40-43"(0.8 mm), nl*. b 1.6158 [lit.@ bp 88-90'(12 mm)]. Esters of Trichloroacetic Acid.-These esters (Table I) were prepared by treating trichloroacetyl ...