2-dimethyldithiocarbamyl-1,4-diox-2-ene | 120120-59-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶英
• 英文名称: 2-dimethyldithiocarbamyl-1,4-diox-2-ene
• 英文别名: 2,3-dihydro-1,4-dioxin-5-yl N,N-dimethylcarbamodithioate
• CAS: 120120-59-4
• 化学式: C₇H₁₁NO₂S₂
• 分子量: 205.302
• InChiKey: POOAVDMWDZERCH-UHFFFAOYSA-N

物化性质

• 沸点：
  266.0±50.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  79.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-dimethyldithiocarbamyl-1,4-diox-2-ene 在 sodium hydrogensulfide 、 溴 、 三甲氧基磷 作用下， 以 乙醇 、 二氯甲烷 、 溶剂黄146 、 苯 为溶剂， 110.0 ℃ 、2.0 kPa 条件下， 反应 12.0h， 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：

  2,3-bis(dimethyldithiocarbamyl)-1,4-dioxane 以 甲苯 为溶剂， 反应 15.0h， 以95%的产率得到2-dimethyldithiocarbamyl-1,4-diox-2-ene
  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

文献信息

• 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：——
• Bis(ethylenedioxy)tetrathiafulvalene: the first oxygen substituted tetrathiafulvalene
  作者：T. Suzuki、H. Yamochi、G. Srdanov、K. Hinkelmann、F. Wudl

  DOI：10.1021/ja00190a079

  日期：1989.4
• 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：——
• 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.