4,5-ethylenedioxy-2-(N,N-dimethylamino)-1,3-dithiolium bromide | 120120-61-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,5-ethylenedioxy-2-(N,N-dimethylamino)-1,3-dithiolium bromide
• 英文别名: 4,5-ethylenedioxy-2-dimethylamino-1,3-dithiolium bromide；5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dioxin-2-ylidene(dimethyl)azanium;bromide
• CAS: 120120-61-8
• 化学式: Br*C₇H₁₀NO₂S₂
• 分子量: 284.198
• InChiKey: WVNWXJCGDPGZHU-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.38
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,5-ethylenedioxy-2-(N,N-dimethylamino)-1,3-dithiolium bromide 在 sodium hydrogensulfide 、 亚磷酸三乙酯 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 6.0h， 生成 2-(5,6-二氢-1,3-二硫环戊并[4,5-B][1,4]二烷-2-亚基)-5,6-二氢-1,3-二硫环戊并[4,5-B][1,4]二烷
  参考文献：
  名称：

  Syntheses, Structure and Conducting Properties of Halogenated Ethylenedioxytetrathiafulvalenes

  摘要：

  4,5-Diiodo-, 4,5-dibromo-, and 4,5-dichloro-4',5'-ethylenedioxytetra-thiafulvalenes (EDO-TTFI2, EDO-TTFBr2, and EDO-TTFCl2) were synthesized in moderate to good yields by the two routes. The first route contains the reaction of EDO-TTF with LDA, followed by quenching with halogenated reagents, and the second route consists of the P(OR)(3)-mediated cross-coupling of 4,5-dihalogenated 1,3-dithiole-2-ones with 4,5-ethylenedioxy-1,3-dithiole-2-thione. The structures of EDO-TTFI2 and EDO-TTFCl2 were determined by X-Ray analysis. The radical-cation salts derived from EDO-TTFI2, EDO-TTFBr2, and EDO-TTFCl2 show high conductivities, although these compounds contain electron-withdrawing halogens as the substituent.

  DOI：

  10.3987/com-00-s(i)79
• 作为产物：
  描述：

  (3a-bromo-6,7a-dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dioxin-2-ylidene)-dimethylazanium;bromide 110.0 ℃ 、3.33 kPa 条件下， 反应 3.0h， 生成 4,5-ethylenedioxy-2-(N,N-dimethylamino)-1,3-dithiolium bromide
  参考文献：
  名称：

  镍-双[5,6-二氢-1,4-二恶英-2,3-二硫醇盐]、Ni(edo)2的改进合成

  摘要：

  摘要 以 2,3-二氯-1,4-二恶烷为原料，采用五步化学法制备标题化合物，而不是最近报道的八步法。

  DOI：

  10.1515/znb-2002-0618

文献信息

• 4,5-Ethylenedioxy-4′,5′-ethylenedithiotetrathiafulvalene (EOET): a new unsymmetrical electron donor
  作者：Aravinda M. Kini、Takehiko Mori、Urs Geiser、Sandra M. Budz、Jack M. Williams

  DOI：10.1039/c39900000647

  日期：——

  The synthesis, characterization, electrochemical properties, and preliminary X-ray structural data of the title electron donor, a hybrid of bis(ethylenedithio)tetrathiafulvalene and bis(ethylenedioxy)tetrathiafulvalene, are presented.

  给出了双（亚乙基二硫代）四硫富瓦烯和双（亚乙基二氧基）四硫富瓦烯的混合物的标题电子给体的合成，表征，电化学性质和初步的X射线结构数据。
• Papavassiliou, G. C.; Kakoussis, V. C.; Lagouvardos, D. J., Molecular Crystals and Liquid Crystals (1969-1991), 1990, vol. 181, p. 171 - 184
  作者：Papavassiliou, G. C.、Kakoussis, V. C.、Lagouvardos, D. J.、Mousdis, G. A.

  DOI：——

  日期：——
• SUZUKI, T.;YAMOCHI, H.;SRDANOV, G.;HINKELMANN, K.;WUDL, F., J. AMER. CHEM. SOC., 111,(1989) N, C. 3108-3109
  作者：SUZUKI, T.、YAMOCHI, H.、SRDANOV, G.、HINKELMANN, K.、WUDL, F.

  DOI：——

  日期：——
• KINI, ARAVINDA M.;MORI, TAKEHIKO;GEISER, URS;BUDZ, SANDRA M.;WILLIAMS, JA+, J. CHEM. SOC. CHEM. COMMUN.,(1990) N, C. 647-648
  作者：KINI, ARAVINDA M.、MORI, TAKEHIKO、GEISER, URS、BUDZ, SANDRA M.、WILLIAMS, JA+

  DOI：——

  日期：——
• Syntheses, Structure and Conducting Properties of Halogenated Ethylenedioxytetrathiafulvalenes
  作者：Masahiko Iyoda、Yoshiyuki Kuwatani、Eiji Ogura、Kenji Hara、Hironori Suzuki、Takahiro Takano、Koji Takeda、Jun-ichi Takano、Kohei Ugawa、Masato Yoshida、Haruo Matsuyama、Hiroyuki Nishikawa、Isao Ikemoto、Takehiro Kato、Naoki Yoneyama、Jun-ichi Nishijo、Akira Miyazaki、Toshiaki Enoki

  DOI：10.3987/com-00-s(i)79

  日期：——

  4,5-Diiodo-, 4,5-dibromo-, and 4,5-dichloro-4',5'-ethylenedioxytetra-thiafulvalenes (EDO-TTFI2, EDO-TTFBr2, and EDO-TTFCl2) were synthesized in moderate to good yields by the two routes. The first route contains the reaction of EDO-TTF with LDA, followed by quenching with halogenated reagents, and the second route consists of the P(OR)(3)-mediated cross-coupling of 4,5-dihalogenated 1,3-dithiole-2-ones with 4,5-ethylenedioxy-1,3-dithiole-2-thione. The structures of EDO-TTFI2 and EDO-TTFCl2 were determined by X-Ray analysis. The radical-cation salts derived from EDO-TTFI2, EDO-TTFBr2, and EDO-TTFCl2 show high conductivities, although these compounds contain electron-withdrawing halogens as the substituent.