1,3-dithiolo<4,5-f><1,3,5>trithiepin-2-thione | 102567-30-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,3-dithiolo<4,5-f><1,3,5>trithiepin-2-thione
• 英文别名: 2,4,6,8,10-pentathiabicyclo<5.3.0>dec-1(7)ene-9-thione；4,5-(1',3',5'-trithiapentano)-1,3-dithiole-2-thione；1,3-Dithiolo[4,5-f][1,3,5]trithiepin-2-thione；[1,3]dithiolo[4,5-f][1,3,5]trithiepine-2-thione
• CAS: 102567-30-6
• 化学式: C₅H₄S₆
• 分子量: 256.483
• InChiKey: FNJMUDIOIVOUGJ-UHFFFAOYSA-N

物化性质

• 沸点：
  428.3±55.0 °C(Predicted)
• 密度：
  1.79±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  159
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,3-dithiolo<4,5-f><1,3,5>trithiepin-2-thione 在 亚磷酸三乙酯 作用下， 反应 3.0h， 以27%的产率得到bistetrathiafulvalene
  参考文献：
  名称：

  双[氧双(亚甲硫基)]四硫富瓦烯及其硫类似物的合成与性质：有机金属的π-供体

  摘要：

  Bis[oxybis(methylenethio)]tetrathiafulvalene (BOBMT-TTF) 和双 [thiobis(methylenethio)]tetrathiafulvalene (BTBMT-TTF) 从 1,3,4,6-tetrathiapentalene-2,5-dione 开始分两步合成。讨论了两种化合物的电化学和供体性质。BOBMT-TTF 与 TCNQ (σRT 10 S cm-1) 形成高度导电的电荷转移复合物。

  DOI：

  10.1246/bcsj.66.1773
• 作为产物：
  描述：

  4,5-双(苯甲酰硫基)-1,3-二硫杂环戊烯-2-硫酮 、 双(氯甲基) 硫醚 在 sodium methylate 作用下， 生成 1,3-dithiolo<4,5-f><1,3,5>trithiepin-2-thione
  参考文献：
  名称：

  双[氧双(亚甲硫基)]四硫富瓦烯及其硫类似物的合成与性质：有机金属的π-供体

  摘要：

  Bis[oxybis(methylenethio)]tetrathiafulvalene (BOBMT-TTF) 和双 [thiobis(methylenethio)]tetrathiafulvalene (BTBMT-TTF) 从 1,3,4,6-tetrathiapentalene-2,5-dione 开始分两步合成。讨论了两种化合物的电化学和供体性质。BOBMT-TTF 与 TCNQ (σRT 10 S cm-1) 形成高度导电的电荷转移复合物。

  DOI：

  10.1246/bcsj.66.1773
• 作为试剂：
  描述：

  4,5-二亚乙基二硫代-1,3-二硫醇-2-硫酮 在 1,3-dithiolo<4,5-f><1,3,5>trithiepin-2-thione 、 亚磷酸三乙酯 作用下， 反应 2.0h， 以58%的产率得到4,5--4',5'-(ethylenedithio)tetrathiafulvalene
  参考文献：
  名称：

  Synthesis of New Unsymmetrical Multi-Sulfur TTF Derivatives

  摘要：

  为了开发新的导电有机盐，我们合成了具有八个或九个硫原子的多硫 TTF 衍生物。测量了它们的氧化电位，并与相关供体分子的氧化电位进行了比较。测量了一些离子自由基盐的导电率。

  DOI：

  10.1246/bcsj.66.2770

文献信息

• New electron donor ? Bis(3-oxy-1,5-dithiapentano)tetrathiafulvalene
  作者：V. S. Russkikh、G. G. Abashev

  DOI：10.1007/bf00479364

  日期：1987.11
• Sulfur-rich CpCo(dithiolene) complexes: Isostructural or non-isostructural couples of CpCo(III) with CpNi(III) dithiolene complexes
  作者：Mitsushiro Nomura、Shigemi Kondo、Souichi Yamashita、Eriko Suzuki、Yoshiko Toyota、Glenn V. Alea、Gerardo C. Janairo、Chikako Fujita-Takayama、Toru Sugiyama、Masatsugu Kajitani

  DOI：10.1016/j.jorganchem.2010.05.024

  日期：2010.10

  Eight new sulfur-rich [CpCo(dithiolene)] complexes were synthesized from [Zn(dmit)(2)](2-) as a starting material. The structures, electrochemical behavior and electronic absorption spectra of the sulfur-rich [CpCo(S2C2S2Y)] complexes could be compared with the early data of analogous Ni complexes. [CpCo (pddt)] (Y= -(CH2)(3)-), [CpCo(dpdt)] (Y = -CH2C(CH2)CH2-), [CpCo(bddt)] (Y = -(CH2)(4)-), [CpCo(dtdt)] (Y = -CH2SCH2-) and [CpCo(poddt)] (Y = -CH2C(O)CH2-) crystallized in all isostructural with the corresponding paramagnetic [CpNi(dithiolene)](center dot) complexes, but [CpCo(dmid)] (Y =C=O), [CpCo(dddt)] (Y= -(CH2)(2)-) and [CpCo(F(2)pddt)] (Y= -CH2CF2CH2-) crystallized in non-isostructural with them. These molecules are associated with intermolecular short S center dot center dot center dot S contacts in the crystals. [CpCo(F(2)pddt)] did not show any remarkable S center dot center dot center dot S contacts but indicated interesting fluorine segregation and Cp center dot center dot center dot Cp face-to-face interactions. Redox potentials of [CpCo(dithiolene)] complexes were obtained with the cyclic voltammetry measurements and dimerized by electrochemical oxidations. Electronic absorption spectra of [CpCo(dithiolene)] complexes showed visible absorption in the range of 585-701 nm as lowest energy wavelengths (epsilon = 9800-11,800 M-1 cm(-1)) in solutions, and they were higher energy than those of [CpNi (dithiolene)](center dot) complexes (near-IR). (C) 2010 Elsevier B.V. All rights reserved.
• Synthesis of new electron-donor compounds: Bis(2-thia-1,3-propylenedithio)teterathiafulvalene and bis(2-oxo-1,3-propylenedithio)tetrathiafulvalene
  作者：V. S. Russkikh、G. G. Abashev

  DOI：10.1007/bf00497209

  日期：1990.4
• RUSSKIX, V. S.;ABASHEV, G. G., XIMIYA GETEROTSIKL. SOED.,(1987) N 11, 1483-1485
  作者：RUSSKIX, V. S.、ABASHEV, G. G.

  DOI：——

  日期：——
• Synthesis and Properties of Bis[oxybis(methylenethio)]tetrathiafulvalene and Its Sulfur Analog: π-Donors for Organic Metals
  作者：Harald Müller、Yoshinobu Ueba

  DOI：10.1246/bcsj.66.1773

  日期：1993.6

  Bis[oxybis(methylenethio)]tetrathiafulvalene (BOBMT-TTF) and bis[thiobis(methylenethio)]tetrathiafulvalene (BTBMT-TTF) were synthesized in two steps starting from 1,3,4,6-tetrathiapentalene-2,5-dione. The electrochemical and donor properties of both compounds are discussed. BOBMT-TTF forms a highly conducting charge transfer complex with TCNQ (σRT 10 S cm−1).

  Bis[oxybis(methylenethio)]tetrathiafulvalene (BOBMT-TTF) 和双 [thiobis(methylenethio)]tetrathiafulvalene (BTBMT-TTF) 从 1,3,4,6-tetrathiapentalene-2,5-dione 开始分两步合成。讨论了两种化合物的电化学和供体性质。BOBMT-TTF 与 TCNQ (σRT 10 S cm-1) 形成高度导电的电荷转移复合物。