Aspects of tautomerism. Part 16. Influence of the y-keto function on the reactions of sulphonic acids

Autor: M. S. Shashidhar, M. V. Bhatt
Rok vydání: 1989
Předmět:
Zdroj: Proceedings / Indian Academy of Sciences. 101:319-326
ISSN: 0253-4134
DOI: 10.1007/bf02840664
Popis: Reaction of sodium 2-formylbenzenesulphonate (1) with thionyl chloride or phosphorous pentachloride gives a mixture of pseudo (2) and normal (3) sulphonyl chlorides. Whereas ammonium 2-carboxybenzenesulphonate (6) gives only the normal sulphonyl chloride (7) on reaction with thionyl chloride, a mixture of normal (7) and pseudo (8) isomers are formed on reaction with phosphorous pentachloride. Sodium 2-benzoylbenzenesulphonate (15), on the other hand, gives the corresponding normal sulphonyl chloride (16) on reaction with both of the reagents mentioned above. Based on these observations it is concluded that γ-keto sulphonic acids are amenable to the influence of γ-carbonyl group as in the case of γ-keto carboxylic acids but to a lesser extent.
Databáze: OpenAIRE