2,6-dithioxobenzo<1,2-d:4,5-d'>-bis<1,3>dithiole-4,8-dione | 65160-04-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-dithioxobenzo<1,2-d:4,5-d'>-bis<1,3>dithiole-4,8-dione
• 英文别名: 4,8-dihydroxy-1,3,5,7-tetrathia-1,2,3,5,6,7-hexahydro-s-indacene-2,6-dithione；2,6-dithioxo-benzo[1,2-d;4,5-d']bis[1,3]dithiole-4,8-dione；2,6-Bis(sulfanylidene)-[1,3]dithiolo[4,5-f][1,3]benzodithiole-4,8-dione
• CAS: 65160-04-5
• 化学式: C₈O₂S₆
• 分子量: 320.483
• InChiKey: LVJIBNQHOCIAOH-UHFFFAOYSA-N

物化性质

• 熔点：
  230 °C (decomp)
• 沸点：
  533.6±60.0 °C(Predicted)
• 密度：
  2.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  200
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,6-dithioxobenzo<1,2-d:4,5-d'>-bis<1,3>dithiole-4,8-dione 、 四乙基碘化铵 以 乙腈 为溶剂， 生成 tetraethylammonium salt of 2,6-dithioxobenzo<1,2-d:4,5-d'>-bis<1,3>dithiole-4,8-dione
  参考文献：
  名称：

  与 1,3-二硫醇单元融合的醌的阴离子自由基盐。2,6-二硫代苯并[1,2-d:4,5-d']双[1,3]二硫醇-4,8-​​二酮四乙基铵盐的晶体和分子结构

  摘要：

  标题盐的晶体结构由X-射线分析确定。阴离子自由基的分离柱状堆叠沿 c 轴形成，其中醌分子不是等距间隔，而是形成硫原子之间短接触的二元组。

  DOI：

  10.1246/bcsj.60.3459
• 作为产物：
  描述：

  4,8-dihydroxy-benzo[1,2-d;4,5-d']bis[1,3]dithiole-2,6-dithione 生成 2,6-dithioxobenzo<1,2-d:4,5-d'>-bis<1,3>dithiole-4,8-dione
  参考文献：
  名称：

  MUKAI, TOSIO;YAMASITA, KEHJRO;SUDZUKI, TAKAKI

  摘要：

  DOI：

文献信息

• Novel quinone-type acceptors fused with sulphur heterocycles and their highly conductive complexes with electron donors
  作者：Yoshiro Yamashita、Takanori Suzuki、Gunzi Saito、Toshio Mukai

  DOI：10.1039/c39860001489

  日期：——

  p-Benzoquinone derivatives fused with sulphur-containing heterocycles are strong electron acceptors and some of their charge transfer complexes with electron donors show high electrical conductivities.

  与含硫杂环稠合的对苯醌衍生物是强电子受体，它们与电子给体的某些电荷转移络合物显示出高电导率。
• Tetrathiafulvalene quinones, hydroquinones and esters
  作者：William H Watson、Etim E Eduok、Ram P Kashyap、Mariusz Krawiec

  DOI：10.1016/s0040-4020(01)89885-9

  日期：1993.4

  Benzocyclohexa-2,5-diene-1,4-dione-1,3-thiole-2-thione (2) was synthesized starting with 2,3-dichloronapthoquinone (1). Compounds 3 and 4 were also obtained; however, the yield of 2 can be increased through control of the temperature and reaction time. Reaction of 2 with triethylphosphite gave 5 and the tetrathiafulvalene ester 6. The tetrathiafulvalenequinone (9) was obtained by hydrolysis of 6 followed by oxidation of & Compound 9 was obtained more directly by hydrogenation of 2 followed by coupling with triethylphosphite and oxidation. Chloranil was used to prepare the dithiafulvene quinone 12 which was reduced, coupled with triethylphosphite to form, presumably, polymer 13. The reactions were repeated using the hexanoic acid esters of the corresponding hydroquinone thiafulvalenes. The crystal structures of 2, 3, 4, 5, 6a and 10 were determined by X-ray diffraction. Cyclic voltammetry studies show the tetrathiafulvalene quinones reduce like quinones, but do not exhibit the oxidation properties of tetrathiafulvalenes.
• DEMETRIADIS N. G.; HUANG S. J.; SAMULSKI E. T., TETRAHEDRON LETT. <TELE-AY>, 1977, NO 26, 2223-2226
  作者：DEMETRIADIS N. G.、 HUANG S. J.、 SAMULSKI E. T.

  DOI：——

  日期：——
• An Anion Radical Salt of a Quinone Fused with 1,3-Dithiole Units. Crystal and Molecular Structure of a Tetraethylammonium Salt of 2,6-Dithioxobenzo[1,2-<i>d</i>:4,5-<i>d</i>′]bis[1,3]dithiole-4,8-dione
  作者：Takanori Suzuki、Chizuko Kabuto、Yoshiro Yamashita、Tsutomu Miyashi

  DOI：10.1246/bcsj.60.3459

  日期：1987.9

  Crystal structure of the title salt was determined by the X-ray analysis. Segregated columnar stacks of anion radicals are formed along the c axis, in which quinone molecules are not spaced equally but forming dyads with short contacts between sulfur atoms.

  标题盐的晶体结构由X-射线分析确定。阴离子自由基的分离柱状堆叠沿 c 轴形成，其中醌分子不是等距间隔，而是形成硫原子之间短接触的二元组。
• MUKAI, TOSIO;YAMASITA, KEHJRO;SUDZUKI, TAKAKI
  作者：MUKAI, TOSIO、YAMASITA, KEHJRO、SUDZUKI, TAKAKI

  DOI：——

  日期：——