triphenylmethane hydrodisulfide | 3492-71-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: triphenylmethane hydrodisulfide
• 英文别名: tritylhydrodisulfane；tritylhydrodisulfide；Triphenylmethyl-hydrogen-disulfid；Triphenylmethyl-hydrodisulfid；Triphenylmethylhydrodisulfid；Trityl-hydrogendisulfid；[Disulfanyl(diphenyl)methyl]benzene
• CAS: 3492-71-5
• 化学式: C₁₉H₁₆S₂
• 分子量: 308.468
• InChiKey: VIOFYLKSOPCBFD-UHFFFAOYSA-N

物化性质

• 沸点：
  426.5±55.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  26.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  triphenylmethane hydrodisulfide 在 二氯化二硫 作用下， 以 乙醚 为溶剂， 反应 24.0h， 生成 n-Butyl(triphenylmethyl)sulfane
  参考文献：
  名称：

  Structure and chemistry of chloro(triphenylmethyl)sulfanes

  摘要：

  The structures of chloro(triphenylmethyl)mono-, di-, and -trisulfanes were obtained. The monosulfane displayed a triclinic (P1) space group, a = 10.792(2) Angstrom, b = 15.090(2) Angstrom, c = 10.027(2) Angstrom, alpha = 100.15(1)degrees, beta 103.13(1)degrees, gamma = 88.80(1)degrees, Z = 4. The disulfane gave a triclinic (P1) space group, a = 9.758(1) Angstrom, b = 10.426(2) Angstrom, c = 9.1691(6) Angstrom, alpha = 97.52(1)degrees, beta = 90.116(1)degrees, gamma = 116.750(1)degrees, Z = 2. The trisulfane gave an orthorhombic space group (Pna2(1)), a = 9.224(1) Angstrom, b = 19.196(3) Angstrom, c = 10.308(1) Angstrom, Z = 4. The sulfenyl chlorides decompose above their melting points to mixtures consisting primarily of triphenylchloromethane and sulfur. The sulfur was determined to consist of several allotropes (S-6, S-7, S-8, and S-9). The di- and trisulfanes slowly decompose to the same products at room temperature; the decompositions are enhanced by light. The decomposition of the trisulfane in the presence of dienes gave adducts consistent with the transfer of a two-sulfur species. The disulfane and trisulfane undergo the normal nucleophilic substitution reactions of the monosulfanes.

  DOI：

  10.1021/jo00083a022
• 作为产物：
  描述：

  tritylacetyldisulfide 在 盐酸 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 39.0h， 以92%的产率得到triphenylmethane hydrodisulfide
  参考文献：
  名称：

  Understanding Hydrogen Sulfide Storage: Probing Conditions for Sulfide Release from Hydrodisulfides

  摘要：

  Hydrogen sulfide (H2S) is an important biological signaling agent that exerts action on numerous (patho)physiological processes. Once generated, H2S can be oxidized to generate reductant-labile sulfane sulfur pools, which include hydrodisulfides/persulfides. Despite the importance of hydrodisulfides in H2S storage and signaling, little is known about the physical properties or chemical reactivity of these compounds. We report here the synthesis, isolation, and characterization (NMR, IR, Raman, HRMS, X-ray) of a small-molecule hydrodisulfide and highlight its reactivity with reductants, nucleophiles, electrophiles, acids, and bases. Our experimental results establish that hydrodisulfides release H2S upon reduction and that deprotonation results in disproportionation to the parent thiol and S-0, thus providing a mechanism for transsulfuration in the sulfane sulfur pool.

  DOI：

  10.1021/ja505371z
• 作为试剂：
  描述：

  在 三氟化硼乙醚 、 triphenylmethane hydrodisulfide 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 以58%的产率得到
  参考文献：
  名称：

  [EN] COMPOUNDS, CONJUGATES, AND COMPOSITIONS OF EPIPOLYTHIODIKETOPIPERAZINES AND POLYTHIODIKETOPIPERAZINES AND USES THEREOF
  [FR] COMPOSÉS, CONJUGUÉS ET COMPOSITIONS D'ÉPIPOLYTHIODICÉTOPIPÉRAZINES ET DE POLYTHIODICÉTOPIPÉRAZINES ET LEURS UTILISATIONS

  摘要：

  本公开提供了涉及epipolythiodiketopiperazines和polythiodiketopiperazines的化合物、组合物、试剂盒、合成方法和使用方法。

  公开号：

  WO2020247054A1

文献信息

• 2-Thioethenyl substituted carbapenem derivatives
  申请人：Maruyama Takahisa

  公开号：US20070004700A1

  公开（公告）日：2007-01-04

  [Objective] An objective of the present invention is to provide compounds that are effective against various resistant bacteria which cause current clinical problems, for example, pneumococci including penicillin resistant Streptococcus pneumoneae (PRSP), Haemophilus influenzae including bata-lactamase-nonproducing ampicillin-resistant Haemophilus influenzae (BLNAR), and Moraxella ( Branhamella ) catarrhalis. [Structure] The present invention provides 2-ethenylthio-based carbapenem derivatives represented by the formula (I) or pharmaceutically acceptable salts thereof that are effective, for example, against pneumococci including penicillin resistant Streptococcus pneumoneae (PRSP), Haemophilus influenzae including beta-lactamase-nonproducing ampicillin-resistant Haemophilus influenzae (BLNAR), and Moraxella (Branhamella) catarrhalis:

  本发明的一个目标是提供对抗引起当前临床问题的各种耐药细菌有效的化合物，例如对抗青霉素耐药的肺炎球菌（PRSP）、包括产β-内酰胺酶非产生性氨苄青霉素耐药的流感嗜血杆菌（BLNAR）和喜马拉雅链球菌（布兰氏链球菌）等。本发明提供了以公式（I）表示的基于2-乙烯硫的碳青霉烯衍生物或其药用可接受盐，例如对抗青霉素耐药的肺炎球菌（PRSP）、包括产β-内酰胺酶非产生性氨苄青霉素耐药的流感嗜血杆菌（BLNAR）和喜马拉雅链球菌（布兰氏链球菌）有效。
• PHOTOSENSITIZER FOR A PHOTOCATHODE
  申请人：CFSO GMBH

  公开号：US20210163685A1

  公开（公告）日：2021-06-03

  An improved photosensitizer for a photocathode comprises an oligomeric or polymeric chromphore absorbing, as an ensemble, light at (a) wavelengths at or greater than 420 nm that includes at least 3 identical or different suitable monomeric chromophore units carrying at least two substituents each comprising at least one alkylene, alkenylene and/or alkynylene chain having a chain length of at least 3 carbon atoms, those substituents being terminated by thiol groups, wherein the oligomeric or polymeric chromphore has a disulfide bond between each of the chromophores. A photocathode comprising the photosensitzer is useful for the reduction of water-soluble chemicals in oxidized forms, including protons, with the aid of visible light in a system comprising the photocathode and a photoanode or any other anode or source of electrons. A method for reducing chemicals soluble in aqueous media in oxidized forms, including protons, in aqueous solutions by means of the photocathode is also disclosed.

  一种改进的光敏剂用于光阴极，包括吸收光的寡聚物或聚合物色素，该色素以集合体形式在波长为420纳米或更大的光谱范围内吸收光，其中至少包括3个相同或不同的适当单体色素单元，每个单元携带至少两个取代基，每个取代基包括至少一个碳原子数至少为3的烷基、烯基和/或炔基链，这些取代基以硫醇基终止，其中寡聚物或聚合物色素之间具有二硫键。包括该光敏剂的光阴极可用于在含有光阴极和光阳极或任何其他阳极或电子源的系统中，借助可见光还原氧化形式的水溶性化学物质，包括质子。还公开了一种通过光阴极的方法在水溶性介质中还原氧化形式的化学物质，包括质子，在水溶液中。
• Synthesis, Characterization, and Reactivity of Alkyldisulfanido Zinc Complexes
  作者：Erwan Galardon、Alain Tomas、Mohamed Selkti、Pascal Roussel、Isabelle Artaud

  DOI：10.1021/ic900238v

  日期：2009.7.6

  The alkyldisulfanido zinc complexes Tp(iPr,iPr) n(SSR) and Tp(Ph,Me) n(SSR) where Tp(iPr,iPr) is hydridotris-((3,5-isopropyl) pyrazolyl)borate, Tp(Ph,Me) is hydridotris-((3-phenyl,5-methyl)pyrazolyl)borate, and (SSR) is tert-butyldisulfanido or triphenylmethanedisulfanido were synthesized by reaction between the corresponding hydroxo complexes Tp n(OH) and the synthetic persulfide RSSH. All the complexes were characterized by elemental analysis and H-1 NMR spectroscopy, and representative members of the class were also structurally characterized. The reactivity of the alkyldisulfanido Tp n(SSR) complexes with thiols was studied. In the absence of base, a simple exchange reaction between the alkyldisulfanido ligand and the thiol was observed in dichloromethane; when in the presence of base, the corresponding hydrogen(sulfido) complexes Tp n(SH) were obtained. The mechanism of the latter reaction has been studied and does not involve the coordinated alkyldisulfanido group. Reaction of the hydrogen(sulfido) complexes Tp(iPr,iPr) n(SH) with the thiosulfonate PhCH2S-SO2CF3 did not yield the expected alkyldisulfanido complex but benzyltrisulfide and a new complex tentatively assigned as Tp(iPr,iPr) n(O2SCF3).
• Structure and chemistry of chloro(triphenylmethyl)sulfanes
  作者：Charles R. Williams、James F. Britten、David N. Harpp

  DOI：10.1021/jo00083a022

  日期：1994.2

  The structures of chloro(triphenylmethyl)mono-, di-, and -trisulfanes were obtained. The monosulfane displayed a triclinic (P1) space group, a = 10.792(2) Angstrom, b = 15.090(2) Angstrom, c = 10.027(2) Angstrom, alpha = 100.15(1)degrees, beta 103.13(1)degrees, gamma = 88.80(1)degrees, Z = 4. The disulfane gave a triclinic (P1) space group, a = 9.758(1) Angstrom, b = 10.426(2) Angstrom, c = 9.1691(6) Angstrom, alpha = 97.52(1)degrees, beta = 90.116(1)degrees, gamma = 116.750(1)degrees, Z = 2. The trisulfane gave an orthorhombic space group (Pna2(1)), a = 9.224(1) Angstrom, b = 19.196(3) Angstrom, c = 10.308(1) Angstrom, Z = 4. The sulfenyl chlorides decompose above their melting points to mixtures consisting primarily of triphenylchloromethane and sulfur. The sulfur was determined to consist of several allotropes (S-6, S-7, S-8, and S-9). The di- and trisulfanes slowly decompose to the same products at room temperature; the decompositions are enhanced by light. The decomposition of the trisulfane in the presence of dienes gave adducts consistent with the transfer of a two-sulfur species. The disulfane and trisulfane undergo the normal nucleophilic substitution reactions of the monosulfanes.
• Understanding Hydrogen Sulfide Storage: Probing Conditions for Sulfide Release from Hydrodisulfides
  作者：T. Spencer Bailey、Lev N. Zakharov、Michael D. Pluth

  DOI：10.1021/ja505371z

  日期：2014.7.30

  Hydrogen sulfide (H2S) is an important biological signaling agent that exerts action on numerous (patho)physiological processes. Once generated, H2S can be oxidized to generate reductant-labile sulfane sulfur pools, which include hydrodisulfides/persulfides. Despite the importance of hydrodisulfides in H2S storage and signaling, little is known about the physical properties or chemical reactivity of these compounds. We report here the synthesis, isolation, and characterization (NMR, IR, Raman, HRMS, X-ray) of a small-molecule hydrodisulfide and highlight its reactivity with reductants, nucleophiles, electrophiles, acids, and bases. Our experimental results establish that hydrodisulfides release H2S upon reduction and that deprotonation results in disproportionation to the parent thiol and S-0, thus providing a mechanism for transsulfuration in the sulfane sulfur pool.