Perchloro-(dimethylene-1,2-cyclobutanedione) and Its Solvolytic Degradation

Autor:	Akira Fujino, Takeo Sakan, Kousuke Kusuda
Rok vydání:	1966
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Ethanol Bicyclic molecule Chemistry Organic chemistry Degradation (geology) General Chemistry Aqueous ethanol Medicinal chemistry Lactone Adduct
Zdroj:	Bulletin of the Chemical Society of Japan. 39:160-164
ISSN:	1348-0634 0009-2673
DOI:	10.1246/bcsj.39.160
Popis:	Perchloro-(3,4-dimethylenecyclobutene) has been converted to 1, 3′, 3′, 4′, 4′-pentachloro-2-methoxy-3,4-dimethylenecyclobutene; in some solutions exposed to the air, this then gradually decomposed to perchloro-(dimethylene-1, 2-cyclobutanedione). The further spontaneous degradation of the last compound in an aqueous ethanol solution has also been investigated in order to elucidate the structures of an unstable intermediate (an adduct of ethanol to the carbonyl) and the end product (the hemi-ketal lactone ester). The physical and chemical properties of these compounds have been given and discussed. A possible bicyclic intermediate caused by the interaction between the hydroxyl group and the diagonally-positioned dichloromethylene group in above unstable ethanol adduct has been suggested in the process from the latter compound to the end product.
Databáze:	OpenAIRE
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