Shashidhar, MS and Bhatt, MV (1989) Aspects of tautomerism. Part 16. Influence of the y-keto function on the reactions of sulphonic acids. In: Proceedings of the Indian Academy of Sciences - Chemical Sciences, 101 (4). pp. 319-326.Full text not available from this repository. (Request a copy)
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. © 1989 Indian Academy of Sciences.
|Item Type:||Journal Article|
|Additional Information:||Copyright of this article belongs to Indian Academy of Sciences.|
|Department/Centre:||Division of Chemical Sciences > Organic Chemistry|
|Date Deposited:||20 Jul 2010 07:39|
|Last Modified:||20 Jul 2010 07:39|
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