cyclopentanylidiene-1,3-dithiolo<4,5-d>-1,3-dithiol-2-one | 148256-86-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: cyclopentanylidiene-1,3-dithiolo<4,5-d>-1,3-dithiol-2-one
• 英文别名: 2-cyclopentylidene-1,3-dithiolo<4,5-d>-1,3-dithiol-2-one；2-cyclopentylidene-[1,3]dithiolo[4,5-d][1,3]dithiol-5-one
• CAS: 148256-86-4
• 化学式: C₉H₈OS₄
• 分子量: 260.426
• InChiKey: ZMTHKEXXBXULTA-UHFFFAOYSA-N

物化性质

• 沸点：
  431.8±55.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  14.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  cyclopentanylidiene-1,3-dithiolo<4,5-d>-1,3-dithiol-2-one 在 亚磷酸三乙酯 作用下， 以65%的产率得到5,5'-Dicyclopentylidene-[2,2']bi[[1,3]dithiolo[4,5-d][1,3]dithiolylidene]
  参考文献：
  名称：

  Bis(2-methylidene-1,3-dithiolo[4,5-d])tetrathiafulvalene (BDT-TTF): A tetrathiafulvalene condensed with 1,3-dithiol-2-ylidene moieties

  摘要：

  Four alkyl derivatives of the title donor (1a-d) have been synthesized. The electrochemical properties investigated by cyclic voltammetry and the electrical conductivities of charge-transfer complexes with tetrafluoro-tetracyanoquinodimethane and 2-3-dichloro-5,6-dicyano-p-benzoquinone are also presented.

  DOI：

  10.1016/s0040-4039(00)74250-x
• 作为产物：
  描述：

  5-Cyclopentylidene-[1,3]dithiolo[4,5-d][1,3]dithiole-2-thione 在 mercury(II) diacetate 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 以97%的产率得到cyclopentanylidiene-1,3-dithiolo<4,5-d>-1,3-dithiol-2-one
  参考文献：
  名称：

  Bis(2-methylidene-1,3-dithiolo[4,5-d])tetrathiafulvalene (BDT-TTF): A tetrathiafulvalene condensed with 1,3-dithiol-2-ylidene moieties

  摘要：

  Four alkyl derivatives of the title donor (1a-d) have been synthesized. The electrochemical properties investigated by cyclic voltammetry and the electrical conductivities of charge-transfer complexes with tetrafluoro-tetracyanoquinodimethane and 2-3-dichloro-5,6-dicyano-p-benzoquinone are also presented.

  DOI：

  10.1016/s0040-4039(00)74250-x

文献信息

• Synthesis of Unsymmetrical Tetrathiafulvalene Derivatives via Me₃Al-Promoted Reactions of Organotin Compounds with Esters
  作者：Jun-ichi Yamada、Shyûji Satoki、Sachinori Mishima、Nobutaka Akashi、Kouhei Takahashi、Nobuyuki Masuda、Yasushi Nishimoto、Satoshi Takasaki、Hiroyuki Anzai

  DOI：10.1021/jo952255e

  日期：1996.1.1

  In addition, the synthesis of diselenadithiafulvalene derivatives (25-28) could be accomplished by Me(3)Al-mediated reaction of tin thiolate (2a) or selenolates (3d and 5) with esters (22a, 22d, and 24). Furthermore, the application of the Me(3)Al-promoted reaction of tin thiolate (34) with esters (11a-b, 22a-d, and 35a-b) for the synthesis of unsymmetrical TTFs-fused donors enabled us to obtain various

  描述了通过Me（3）Al促进的有机锡硫醇盐或亚硒酸盐与酯的Me（3）Al促进的反应，构建各种不对称四硫富瓦烯（TTF）的有效合成方法。硫醇锡（3a-c和10）和硒酸酯（3d，5和7）与酯（11a，b）在Me（3）Al作为路易斯酸存在下反应生成二氢四硫富富烯烯衍生物（12、14、15） ，以及17-20）和1,3-二硫杂环丁烷衍生物（13和16）。此外，二硒二硫富瓦烯衍生物（25-28）的合成可以通过Me（3）Al介导的硫醇锡（2a）或硒酸酯（3d和5）与酯（22a，22d和24）的反应来完成。此外，应用Me（3）Al促进硫醇锡（34）与酯（11a-b，22a-d，
• Preparation, Crystal Structure and Electrical Properties of 2-Cyclopentanylidene-1,3-dithiolo[4,5-<i>d</i>]tetrathiafulvalene Derivatives
  作者：Yohji Misaki、Kazuya Kawakami、Hiroyuki Nishikawa、Hideki Fujiwara、Tokio Yamabe、Motoo Shiro

  DOI：10.1246/cl.1993.445

  日期：1993.3

  The title compounds (1) were prepared as the donor components for organic conductors. The molecular and crystal structures of bis(methylthio) derivative were determined by X-ray diffractional analysis. Among charge-transfer complexes and cation radical salts of 1 prepared so far, I3− salt of unsubstituted-1 and IBr2− salt of methylenedithio-1 showed metallic temperature dependence of conductivities.

  作为有机导体的供体成分，制备了标题化合物 (1)。通过 X 射线衍射分析确定了双（甲硫基）衍生物的分子和晶体结构。在目前制备的 1 的电荷转移络合物和阳离子自由基盐中，未取代-1 的 I3- 盐和亚甲二硫代-1 的 IBr2-盐显示出金属温度对电导率的依赖性。
• New π -Donor Molecules with a Pyrazino Group and their Conducting Salts
  作者：G. C. Papavassiliou、Yohji Misaki、Kazuko Takahashi、Jun-ichi Yamada、G. A. Mousdis、Takashi Sharahata、Toshihiro Ise

  DOI：10.1515/znb-2001-0313

  日期：2001.3.1

  The preparation and characterization of some π-donors with a pyrazine-edge-group as well as with tetrathiapentalene-, thiophene-, and dihydrobenzoselenophene-spacer-groups are de­ scribed. Some of these donors give conducting charge transfer complexes with TCNQ and/or cation radical salts with I₃ ^-, BF₄ ^-and PF₆ ^-as counter anions.

  摘要：本文描述了一些具有吡嗪边基团、四硫代戊二烯、噻吩和二氢苯并硒的空穴传输分子的制备和表征。其中一些给出与TCNQ形成导电的电荷转移复合物，或与I₃ ^-、BF₄ ^-和PF₆ ^-等阳离子盐形成的阳离子基盐。
• Bis(2-methylidene-1,3-dithiolo[4,5-d])tetrathiafulvalene (BDT-TTF): A tetrathiafulvalene condensed with 1,3-dithiol-2-ylidene moieties
  作者：Yohji Misaki、Hiroyuki Nishikawa、Kazuya Kawakami、Takashi Uehara、Tokio Yamabe

  DOI：10.1016/s0040-4039(00)74250-x

  日期：1992.7

  Four alkyl derivatives of the title donor (1a-d) have been synthesized. The electrochemical properties investigated by cyclic voltammetry and the electrical conductivities of charge-transfer complexes with tetrafluoro-tetracyanoquinodimethane and 2-3-dichloro-5,6-dicyano-p-benzoquinone are also presented.