Artigo Acesso aberto Produção Nacional Revisado por pares

Reatividade Relativa em Solvólise Nucleofílica de Cloretos de Arilsulfenila, Arilcarbonila, Arilsulfonila, Arilmetila e de Arila

1997; Brazilian Chemical Society; Volume: 20; Issue: 3 Linguagem: Inglês

10.1590/s0100-40421997000300003

ISSN

1678-7064

Autores

Rodobiko Hirata, N Z Kiyan, Joseph Miller,

Tópico(s)

Inorganic and Organometallic Chemistry

Resumo

RELATIVE REACTIVITY IN NUCLEOPHILIC SOLVOLYSIS OF ARYLSULPHENYL, ARYLCARBONYL, ARYLSULPHONYL, ARYLMETHYL AND ARYL CHLORIDES. The experimental resultsfor the 2-propanolysis of benzoyl, benzyl, benzene sulphenyl and benzene sulphonyl chlorides obtained by conductimetric technique were compared with estimates for chlorobenzene which is extremely unreactive as an electrophile.We thus obtained the following reactivity sequence: PhSCl>PhCOCl>PhSO 2 Cl>PhCH 2 Cl>PhCl with rate-coefficiente ratios (in the same order): 9.5 x 10 4 : 1: 7.14 x 10 -2 : 4.7 x 10 -3 : about 10 -26 .We have discussed these results in specific terms and with the aid of general conclusions which stem from our own classification of electrophiles.

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