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Ion pairs, racemization, chloride exchange and the mass law effect in solvolysis of p-chlorobenzhydryl chloride

✍ Scribed by S. Winstein; Masaru Hojo; S. Smith

Publisher: Elsevier Science
Year: 1960
Tongue: French
Weight: 437 KB
Volume: 1
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)99371-2

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✦ Synopsis

fn the classic lmestigations of C. K. Ingold and MS coworke~3~, solvolysis of benzbydryl type halides in aqueous acetone was interpreted with the sid of only Olle variety of C8fbOAiMil ion irIteI?x?diate, the ais-8OCi8ted cation, R 83 , at3 in equation (1). In the m-called me8 law effect ROK (canon iota rate depreasion3), chloride ion coazpetes with water for R g", diverting it from bemhydrol (ROH) formation back to covalent benzhydryl chloride (R(X). This fomulation leads to equation (2) for kt, the first $, L -d(R~~ t-k.#. +a:(&] (2) order titrimetric rate constant, a denoting (k2/k3). 1 Research supported by the latimml. Science Foundation. 2 c. K. IngOld, e&s*, 2. mea. &. 979 (1940). _ 3 (a) 8, Winstein, E. Clippinger, A. H. Fainberg and G. C. Robineon, ChemLstry and Induetry 664 (1954); (b) S.

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