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|Section2= |Section3= }} 1,2-Dioxin is a heterocyclic, organic, antiaromatic compound with the chemical formula C4H4O2. It is an isomeric form of 1,4-dioxin (or ''p''-dioxin). Due to its peroxide-like characteristics, 1,2-dioxin is very unstable and has not been isolated. Even substituted derivatives are very labile, e.g. 1,4-diphenyl-2,3-benzodioxin.〔J. P. Smith, A. K. Schrock, G. B. Schuster: ''Chemiluminescence of organic peroxides. Thermal generation of an o-xylylene peroxide'', J. Am. Chem. Soc., 1981, 104, 1041–1047; .〕 Indeed, in 1990, 3,6-bis(''p''-tolyl)-1,2-dioxin was wrongly accounted as the first stable derivative.〔H. J. Shine, D. C. Zhao: ''Electron transfer to excited doublet states. Photoirradiation of 10-methylphenothiazine cation radical perchlorate in solutions of phenylacetylene and p-tolylacetylene in acetonitrile'', J. Org. Chem., 1990, 55, 4086–4089; .〕 It was subsequently shown that the initial compound was not a derivative of 1,2-dioxin, but a thermodynamically more stable dione.〔E. Block, Z. Shan, R. S. Glass, J. Fabian: ''Revised structure of a purported 1,2-dioxin: a combined experimental and theoretical study'', J. Org. Chem., 2003, 68, 4108–4111; PMID 12737603; .〕 File:Dioxin isomers.svg|The isomers 1,2-dioxin (left) and 1,4-dioxin (right) File:1,4-diphenyl-2,3-benzodioxin.svg|Structure of the transient 1,4-diphenyl- 2,3-benzodioxin File:Revised structure 1,2-Dioxin.svg|Dioxin (1) and dione form (2) == References == 抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)』 ■ウィキペディアで「1,2-Dioxin」の詳細全文を読む スポンサード リンク
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