4,5-dimethyl-2-selenoxo-1,3-dithiole | 117481-25-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 4,5-dimethyl-2-selenoxo-1,3-dithiole
• 英文别名: 4,5-dimethyl-1,3-dithio-2-selenone；4,5-dimethyl-1,3-dithiole-2-selone
• CAS: 117481-25-1
• 化学式: C₅H₆S₂Se
• 分子量: 209.195
• InChiKey: ZDOYLDMFKGIWFC-UHFFFAOYSA-N

物化性质

• 熔点：
  127-128 °C(Solv: heptane (142-82-5))
• 沸点：
  278.1±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-dimethyl-2-selenoxo-1,3-dithiole 在 cesium hydroxide 、 三甲氧基磷 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 5.5h， 生成 2-methylthio-3-chloromethylthio-6,7-dimethyl-diselenadithiafulvalene
  参考文献：
  名称：

  Molecular Modifications of Methylenedithio-Tetraselenafulvalene (MDT-TSF) and Methylenedithio-Diselenadithiafulvalene (MDT-ST) for Superior Electron Donors

  摘要：

  亚甲基二硫代四硒富瓦烯和亚甲基二硫代二硒代富瓦烯的二甲基、双(甲硫基)和亚乙基二硫代衍生物已被合成作为新的电子供体。检查了它们的自由基阳离子盐的形成和电导率。

  DOI：

  10.1055/s-2004-822362
• 作为产物：
  描述：

  (2-ethylsulfanyl-4,5-dimethyl-1λ4,3-dithiacyclopenta-1,4-dien-1-yl) perchlorate 以90%的产率得到
  参考文献：
  名称：

  XODORKOVSKIJ, V. YU.;KREJTSBERGA, YA. N.;BALODIS, K. A.;NEJLAND, O. YA., IZV. AN LATVSSR. CEP. XIM.,(1988) N 1, 120

  摘要：

  DOI：

文献信息

• Synthesis and X-ray crystal structure of a novel tetrathiafulvalene dimethyl[2,4-dioxo(1H,3H)pyrimido]tetrathiafulvalene, able to form intermolecular hydrogen bonds of nucleic acid base-pair type
  作者：Ojars Neilands、Sergey Belyakov、Vija Tilika、Alma Edžina

  DOI：10.1039/c39950000325

  日期：——

  The efficient synthesis, molecular and crystal structure, chemical, spectroscopical and electrochemical properties and charge-transfer salts of dimethyl[2,4-dioxo(1H,3H)pyrimido]tetrathiafulvalene, a novel π-electron donor able to form intermolecular hydrogen bonds of nucleic acid base-pair type, are described.

  二甲基[2,4-二氧（1 H，3 H）嘧啶基]四硫富瓦烯的合成，分子和晶体结构，化学，光谱和电化学性质以及电荷转移盐，一种能够形成分子间氢的新型π电子供体描述了核酸碱基对类型的键。
• Synthesis and properties of new bridged tetrathiafulvalenes
  作者：Ineta V. Sudmale、Gregory V. Tormos、Vladimir Yu. Khodorkovsky、Alma S. Edzina、Ojars J. Neilands、Michael P. Cava

  DOI：10.1021/jo00058a012

  日期：1993.3

  The condensation reaction of dithiole phosphonium perchlorates 17 and 18a-c with 2-ethylselenodithiolium tetrafluoroborate 16 in the presence of triethylamine was employed for the high-yield synthesis of four new donors 7a-c, 9 of the tetrathiafulvalene series. The carbomethoxy groups of 7a-c were removed by basic hydrolysis followed by decarboxylation to give 8a-c. Electrochemical studies for seven new TTFs were carried out. An unusual effect resulting in an decrease of the first oxidation potential was observed for 7b. Some properties of the starting 4-mercapto-5-carbomethoxy-1,3-dithiole-2-thione (10) are reported.
• Otsubo, Tetsuo; Shiomi, Yutaka; Imamura, Masayuki, Journal of the Chemical Society. Perkin transactions II, 1993, # 10, p. 1815 - 1824
  作者：Otsubo, Tetsuo、Shiomi, Yutaka、Imamura, Masayuki、Kittaka, Raita、Ohnishi, Akiko、et al.

  DOI：——

  日期：——
• Synthesis of tetrathiafulvalene derivatives by dimerization of 1,3-dithiolselenones-2 using triphenylphosphine
  作者：O. Ya. Neiland、K. A. Balodis、V. Yu. Khodorkovskii、V. Zh. Tilika

  DOI：10.1007/bf00484377

  日期：1991.9
• Synthesis of Novel Tetrathiafulvalene System Containing Redox-Active Ribonucleoside and Oligoribonucleotide
  作者：Ojars Neilands、Vilnis Liepinsh、Baiba Turovska

  DOI：10.1021/ol9910868

  日期：1999.12.1

  [GRAPHICS]RNA oligosynthesis block 8 was synthesized from selone 1 by successive silylation, acetylribosylation, coupling with selone 4, desacetylation, and treatment of obtained ribonucleoside 6 with monomethoxytrityl chloride, followed by o-chlorobenzoylation and phosphonylation. Solid-phase oligosynthesis is being performed, and redox-active heptaribonucleotide phosphothioate 9 is obtained which has a lower oxidation potential than ribonucleoside 6.