4-phenyl-1,3-selenathiole-2-thione | 1128-52-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-phenyl-1,3-selenathiole-2-thione
• 英文别名: 5-phenyl-1,3-thiaselenole-2-thione；5-phenyl-2-thioxo-1,3-thiaselenole；5-phenyl-3-thioxo-1,3-thiaselenole；5-phenyl-1,3-thiaselenol-2-thione
• CAS: 1128-52-5
• 化学式: C₉H₆S₂Se
• 分子量: 257.239
• InChiKey: XVSXFAQGJAKCBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-phenyl-1,3-selenathiole-2-thione 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 9-(4-phenyl-1,3-selenathiol-2-ylidene)-2,4,5,7-tetranitrofluorene
  参考文献：
  名称：

  Electron Acceptors of the Fluorene Series. 9.¹ Derivatives of 9-(1,2-Dithiol-3-ylidene)-, 9-(1,3-Dithiol-2-ylidene)-, and 9-(1,3-Selenathiol-2-ylidene)fluorenes:  Synthesis, Intramolecular Charge Transfer, and Redox Properties

  摘要：

  The synthesis and physical properties of four series of novel fluorene push-pull compounds (4-7) of the D-pi-A type with intramolecular charge transfer (from 1,3- and 1,2-dithiole and 1,3-selenathiole donor (D) moieties) are described. The nature of the heteroatom (S or Se) in the donor fragment has no effect on the maxima of intramolecular absorption bands (lambda(ICT)), whereas a change of position of the heteroatoms in the dithiole moiety from 1,3 to 1,2 leads to a substantial bathochromic shift in lambda(ICT). Solvatochromism, thermochromism, and negative halochromism in these compounds are demonstrated. Cyclic voltammograms of 4-7 exhibit two, separate, single-electron reversible redox waves, the potentials of which (as well as the ICT energies in the molecules) are quantitatively described by sigma(p)(-) constants of the substituents in the fluorene ring. Compounds 4-7 exhibit reversible salt formation in sulfuric acid, and for compound 5g in diluted sulfuric acid an additional absorption in the near-IR region has been observed that we attribute to radical species formation from the equilibrium [5g-H](+) + 5g reversible arrow 5g(.+) + [5g-H](.).

  DOI：

  10.1021/jo990100r
• 作为产物：
  描述：

  4-phenyl-1,2,3-selenadiazole 在 氢氧化钾 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 0.5h， 生成 4-phenyl-1,3-selenathiole-2-thione
  参考文献：
  名称：

  Laishev, V. Z.; Petrov, M. L.; Petrov, A. A., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, p. 450 - 454

  摘要：

  DOI：

文献信息

• Formation of (η-Cyclopentadienyl)(1,2-ethylenedithiolato, 1,2-ethylenediselenolato, and 2-selenolatoethylenethiolato-<i>S</i>,<i>Se</i>)cobalt(III) Complexes in a One-Pot-Reaction of (η-Cyclopentadienyl)(1,5-cyclooctadiene or dicarbonyl)cobalt(I) with Alkyne and a Mixture of S₈and Se₈
  作者：Masatsugu Kajitani、Ryuji Ochiai、Kakushi Dohki、Norikazu Kobayashi、Takeo Akiyama、Akira Sugimori

  DOI：10.1246/bcsj.62.3266

  日期：1989.10

  of (η-cyclopentadienyl)(1,5-cyclooctadiene or dicarbonyl)cobalt(I) with alkyne (diphenylacetylene and phenylacetylene) and a mixture of S8 and Se8 gives (η-cyclopentadienyl)(2-selenolatoethylenethiolato-S,Se)cobalt(III) complex in addition to the corresponding dithiolato and diselenolato complexes. When phenylacetylene was used as an alkyne, a (2-phenyl-2-selenolatoethylenethiolato-S,Se)cobalt(III)

  (η-环戊二烯基)(1,5-环辛二烯或二羰基)钴(I)与炔烃(二苯乙炔和苯乙炔)以及S8和Se8的混合物的一锅反应得到(η-环戊二烯基)(2-硒代乙烯硫醇基- S,Se)cobalt(III) 络合物以及相应的 dithiolato 和 diselenolato 络合物。当苯乙炔用作炔烃时，优先形成（2-苯基-2-硒代亚乙基硫代-S，Se）钴（III）配合物，而不是（1-苯基-2-硒代-S，Se）钴（III）复杂的。通过利用这些复合物与三丁基膦形成加合物的不同，成功地将二硒醇和硒醇硫醇复合物从二硫醇复合物中分离出来。dithiolato 复合物比 diselenolato 复合物具有更多的负可逆半波电位（用于还原）；
• Synthese und Eigenschaften von 1,4,3-Thiaselenazin, einem neuen heterocyclischen System
  作者：Helmut Poleschner、Jürgen Böttger、Egon Fanghänel

  DOI：10.1055/s-1984-30927

  日期：——
• Shafiee, A.; Assadi, F., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 549 - 550
  作者：Shafiee, A.、Assadi, F.

  DOI：——

  日期：——
• Shafiee, A.; Vosooghi, M.; Asgharian, R., Journal of Heterocyclic Chemistry, 1980, vol. 17, # 1, p. 117 - 119
  作者：Shafiee, A.、Vosooghi, M.、Asgharian, R.

  DOI：——

  日期：——
• SHAFIEE A.; ASSADI F., J. HETEROCYCL. CHEM., 1980, 17, NO 3, 549-550
  作者：SHAFIEE A.、 ASSADI F.

  DOI：——

  日期：——