氯化三苯基甲基二硫化物 | 35572-83-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: 氯化三苯基甲基二硫化物
• 中文别名: 氯三苯基甲基二硫化物
• 英文名称: chloro(triphenylmethyl)disulfane
• 英文别名: triphenylmethanethiosulfenyl chloride；Tritylsulfanyl thiohypochlorite
• CAS: 35572-83-9
• 化学式: C₁₉H₁₅ClS₂
• 分子量: 342.913
• InChiKey: MWWBLWUGRKHNCT-UHFFFAOYSA-N

物化性质

• 熔点：
  86-90 °C(lit.)
• 沸点：
  459.1±55.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  22
• 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：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  C
• 安全说明：
  S22,S26,S36/37/39,S45
• 危险类别码：
  R34
• 危险品运输编号：
  UN 1759 8/PG 2
• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  氯化三苯基甲基二硫化物 以 乙酸乙酯 为溶剂， 生成 三苯甲硫醇
  参考文献：
  名称：

  Sulfenyl chloride chemistry. Sulfur transfer to double bonds

  摘要：

  When triphenylmethanesulfenyl chloride (1) (or its thio homolog 2) are treated with various bicycles, 1,2 addition reactions take place. Final products occur via an episulfide intermediate. The stereochemistry of addition has been determined by x-ray analysis. Finally, evidence has been obtained for the delivery of diatomic sulfur, likely via intermediate 3.

  DOI：

  10.1016/s0040-4039(00)79331-2
• 作为产物：
  描述：

  三苯甲硫醇 在 二氯化硫 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以73%的产率得到氯化三苯基甲基二硫化物
  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
• 作为试剂：
  描述：

  2,3-二甲基-1,3-丁二烯 在 氯化三苯基甲基二硫化物 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以9%的产率得到1,2,3,4-tetrathia-6,7-dimethyl-6-cyclooctene
  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

文献信息

• [EN] COMPOUNDS, CONJUGATES, AND COMPOSITIONS OF EPIPOLYTHIODIKETOPIPERAZINES AND POLYTHIODIKETOPIPERAZINES AND USES THEREOF<br/>[FR] COMPOSÉS, CONJUGUÉS ET COMPOSITIONS D'ÉPIPOLYTHIODICÉTOPIPÉRAZINES ET DE POLYTHIODICÉTOPIPÉRAZINES ET LEURS UTILISATIONS
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2020247054A1

  公开（公告）日：2020-12-10

  The present disclosure provides, e.g., compounds, compositions, kits, methods of synthesis, and methods of use, involving epipolythiodiketopiperazines and polythiodiketopiperazines.

  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。
• Reaction of chloro(triphenylmethyl)disulfide with 1,3-dienes: synthesis of cyclic di- and terasulfides.
  作者：Charles R. Williams、David N. Harpp

  DOI：10.1016/0040-4039(91)80556-l

  日期：1991.12

  Chloro(triphenylmethyl)disulfide (3) reacts with 2,3-dimethyl-1,3-butadiene (4) to yield cyclic disulfide 5 (a product consistent with the trapping of diatomic sulfur) as well as the cyclic tetrasulfide 6.

  氯（三苯基甲基）二硫化物（3）与2,3-二甲基-1,3-丁二烯（4）反应生成环状二硫化物5（与捕获双原子硫一致的产物）以及环状四硫化物6。
• Substituted pyrazino[1′,2′:1 ,5]pyrrolo[2,3-b]-indole-1,4-diones for cancer treatment
  申请人：Massachusetts Institute of Technology

  公开号：US09353150B2

  公开（公告）日：2016-05-31

  The present application provides, among other things, a compound of Formula I-a and/or I-b, or a pharmaceutically acceptable salt thereof, wherein the variables are defined in the specification. The compounds of the invention are useful for treating various diseases including cancer.

  本申请提供了一种I-a和/或I-b式化合物，或其药学上可接受的盐，其中变量在说明书中定义。本发明的化合物可用于治疗包括癌症在内的各种疾病。
• Sulfenyl chloride chemistry. Precursors for diatomic sulfur transfer
  作者：Imad A. Abu-Yousef、David N. Harpp

  DOI：10.1016/0040-4039(94)85351-7

  日期：1994.9

  [(C6H5)3CSSCl] (and its dithio homolog 2 [(C6H5)3CSSSCl]) give stable addition products (ca. 85% yield) with cyclopentene and cyclohexene. When these adducts are warmed with a diene, they deliver diatomic sulfur-trapped derivatives. These tetrasulfides are quantitatively converted to the corresponding disulfide 3 with triphenylphosphine; this affords cyclic disulfides in & 50% isolated yield from the

  三苯基甲硫基亚硫酰氯1 [（C 6 H 5）3 CSSCl]（及其二硫代同系物2 [（C 6 H 5）3 CSSSCl]）与环戊烯和环己烯形成稳定的加成产物（产率约85％）。当这些加合物被二烯加热时，它们会释放出双原子的硫捕获的衍生物。用三苯基膦将这些四硫化物定量转化为相应的二硫化物3。这提供了环状二硫化物，从二烯分离出的产率为50％。此外，已经获得了涉及二硫杂环戊烷中间体4的证据。
• [[(<i>tert</i>-Butyl)dimethylsilyl]oxy]methyl Group for Sulfur Protection
  作者：Lihong Wang、Derrick L. J. Clive

  DOI：10.1021/ol2002573

  日期：2011.4.1

  aliphatic thiols can be protected by reaction with t-BuMe2SiOCH2Cl in DMF in the presence of a base (2,6-lutidine or proton sponge); the resulting t-BuMe2SiOCH2SR or t-BuMe2SiOCH2SAr are deprotected by sequential treatment with Bu4NF and I2 to give symmetrical disulfides. Another mode of deprotection involves reaction with a sulfenyl chloride; this process gives an unsymmetrical disulfide and was examined

  芳族和脂族硫醇可以通过与保护吨-BuMe 2的SiOCH 2氯在DMF中，在碱（2,6-二甲基吡啶或质子海绵）的存在; 所得吨-BuMe 2的SiOCH 2 SR或吨-BuMe 2的SiOCH 2 SAR通过用布顺序处理脱保护4 NF和我2，得到对称的二硫化物。脱保护的另一种方式涉及与亚磺酰氯反应。该过程产生不对称的二硫键，并用Me（CH 2）11 SCH 2 OSiMe 2 Bu-t和三个亚磺酰氯。