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題名 | 3-/4-甲基雪梨酮電解氧化之研究=The Electrooxidation of 3-/4-Methysydnones |
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作者 | 田憲儒; 周祖明; 吳義隆; | 書刊名 | 化學 |
卷期 | 55:3 1997.09[民86.09] |
頁次 | 頁41-50 |
分類號 | 346.59 |
關鍵詞 | 電解氧化反應; 3-苯基-4-甲基雪梨酮; 4-苯基-3-甲基雪梨酮; Electrooxidation; 3-phenyl-4-methylsydnon; 3-methyl-4-phenylsydnone; |
語文 | 中文(Chinese) |
中文摘要 | 本研究在探討雪梨酮環上的甲基和苯環上的甲基經過電氧化反應後之異同。所 得結果是雪梨酮環比苯環不穩定,容易破環生成苯胺,然後進行溴化反應而得到2,3,6 三溴苯胺。本研究同時用一般的化學反應合成及光化學反應合成法探討雪梨酮環上甲基被 溴化的可行性,結果3-苯基-4-甲基雪梨酮也破環生成苯胺後,再進行溴化反應而得到2, 4,6-三溴苯胺(在二甲亞□溶液中時)或對-溴-N-乙醯苯胺(在醋酸-醋酸鈉溶液中時) 。然3-甲基-4-苯基雪梨酮,則因4-雪梨酮基具有推電子性,會在苯環進行親電子性取代 反應而得到3-甲基-4-(對-溴苯基)雪梨酮。 |
英文摘要 | This study investigated the differences between the methy1 group on sydnone ring and phenyl ring in electrooxidation reactions. The sydnone ring is found to be less stable than phenyl ring. Sydnone ring is easily decomposed to give aniline. Thereafter, bromination can occure to produce 2,4,6, - tribromo-aniline in the presence of bromine. The studies also investigate the possibility of the methyl group on sydnone ring to be brominated by photochemical method; 3-pheny1-4- methylsydnone is also easily decomposed to give aniline first, followed by bromination to give 2,4,6- tribromoaniline(in DMSO solution) or p- bromoacetanilide (in CH□COOH-CH□COONa solution).However, due to the electron-releasing property of 4-sydnonyl group, 3-methy1-4-phenylsydnone gives 3-methy1-4-(p-bromopheny1)sydnone via electrophi- lic substitution. |
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