1-氯-2-(2-氯乙基二硫基)乙烷 | 1002-41-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 中文名称: 1-氯-2-(2-氯乙基二硫基)乙烷
• 英文名称: bis(2-chloroethyl)disulfide
• 英文别名: bis(2-chloroethyl)-disulfide；bis(2-chloroethyl) disulfide；bis(2-chloroethyl)disulphide；bis(2-chloroethyl)disuflide；2-chloroethyl disulfide；bis-(2-chloro-ethyl)-disulfane；Disulfide, bis(2-chloroethyl)；1-chloro-2-(2-chloroethyldisulfanyl)ethane
• CAS: 1002-41-1
• 化学式: C₄H₈Cl₂S₂
• 分子量: 191.146
• InChiKey: XDFZUXHZXUFQOS-UHFFFAOYSA-N

物化性质

• 保留指数：
  1336;1345;1336;1336.3;1336

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  8
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2930909090
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  | 温度 | 保存条件 | |------|----------| | 2-8°C | 惰性气体 | (原句已较为简短且清晰,此处调整为表格形式以提高可读性)

反应信息

• 作为反应物：
  描述：

  1-氯-2-(2-氯乙基二硫基)乙烷 在 四氯化碳 、 氯 作用下， 生成 氯乙基磺酰氯
  参考文献：
  名称：

  Fuson et al., Journal of Organic Chemistry, 1946, vol. 11, p. 472

  摘要：

  DOI：
• 作为产物：
  描述：

  thiirane 1-oxide 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 1-氯-2-(2-氯乙基二硫基)乙烷
  参考文献：
  名称：

  Acid-catalyzed ring opening reactions of episulfoxides

  摘要：

  DOI：

  10.1021/ja00771a042

文献信息

• Mass Spectral Studies on Vinylic Degradation Products of Sulfur Mustards under Gas Chromatography/Mass Spectrometry Conditions
  作者：L. Sai Sachin、R. Karthikraj、K. Kalyan Kumar、T. Sony、N. Prasada Raju、S. Prabhakar

  DOI：10.1255/ejms.1398

  日期：2015.12

  Sulfur mustards are a class of vesicant chemical warfare agents that rapidly degrade in environmental samples. The most feasible degradation products of sulfur mustards are chloroethyl vinylic compounds and divinylic compounds, which are formed by the elimination of one and two HCl molecules from sulfur mustards, respectively. The detection and characterization of these degradation products in environmental samples are an important proof for the verification of sulfur mustard usage. In this study, we synthesized a set of sulfur mustard degradation products, i.e., divinylic compounds (1–7) and chloroethyl vinylic compounds (8–14), and characterized using gas chromatography/mass spectrometry (GC/MS) under electron ionization (EI) and chemical ionization (CI) (methane) conditions. The EI mass spectra of the studied compounds mainly included the fragment ions that resulted from homolytic cleavages with or without hydrogen migrations. The divinylic compounds (1–7) showed [M – SH]⁺ ions, whereas the chloroethylvinyl compounds (8–14) showed [M – Cl]⁺ and [M – CH₂CH₂Cl]⁺ ions. Methane/CI mass spectra showed [M + H]⁺ ions and provided molecular weight information. The GC retention index (RI) values were also calculated for the studied compounds. The EI and CI mass spectral data together with RI values are extremely useful for off-site analysis for the verification of the chemical weapons convention and also to participate in official Organization for the Prohibition of Chemical Weapons proficiency tests.

  硫芥子是一类气泡剂化学战剂，它们在环境样品中迅速降解。硫芥子最可行的降解产物是氯乙基乙烯化合物和二乙烯化合物，它们分别通过从硫芥子中消除一个和两个HCl分子形成。在环境样品中检测和表征这些降解产物对于验证硫芥子的使用是重要的证据。在这项研究中，我们合成了一组硫芥子降解产物，即二乙烯化合物（1-7）和氯乙基乙烯化合物（8-14），并使用气相色谱/质谱联用（GC/MS）在电子电离（EI）和化学电离（CI）（甲烷）条件下进行表征。研究化合物的EI质谱主要包括由于有或无氢迁移而导致的自由裂解的碎片离子。二乙烯化合物（1-7）显示[M - SH]⁺离子，而氯乙基乙烯化合物（8-14）显示[M - Cl]⁺和[M - CH₂CH₂Cl]⁺离子。甲烷/CI质谱显示[M + H]⁺离子并提供分子量信息。还计算了研究化合物的GC保留指数（RI）值。EI和CI质谱数据以及RI值对于离线分析以验证化学武器公约以及参加官方禁化武组织的熟练测试非常有用。
• Visible-light C–heteroatom bond cleavage and detoxification of chemical warfare agents using titania-supported gold nanoparticles as photocatalyst
  作者：Ştefan Neaţu、Bogdan Cojocaru、Vasile I. Pârvulescu、Vasile Şomoghi、Mercedes Alvaro、Hermenegildo Garcia

  DOI：10.1039/c0jm00345j

  日期：——

  Gold nanoparticles supported on TiO2 effect the detoxification of soman and VX nerve gases and yperite vesicant agent at room temperature upon visible light illumination.

  在可见光照射下，室温条件下，负载于TiO2上的金纳米颗粒能够实现对梭曼（soman）和VX神经毒气以及芥子气皮炎诱导剂的解毒作用。
• Photo-degradation of yperite over V, Fe and Mn-doped titania–silica photocatalysts
  作者：Ştefan Neaţu、Vasile I. Pârvulescu、Gabriel Epure、Emilia Preda、Vasile Şomoghi、Alessandro Damin、Silvia Bordiga、Adriano Zecchina

  DOI：10.1039/b810200g

  日期：——

  The photocatalytic decomposition of yperite (bis(2-chloroethyl)sulfide), a chemical warfare agent, was achieved by using titania–silica catalysts doped with several transition metal ions. The preparation of these catalysts was achieved by impregnation of a titania–silica mixed oxide previously synthesized using a sol-gel route with salts of the doping elements (vanadium, iron, manganese). The above catalysts were characterized using several spectroscopic techniques: FTIR, Raman, DR-UV-Vis, and XPS. The band gap energy was measured for each photocatalytic system. The reaction was carried out in two different types of reactors, i.e. naturally aerated and a closed quartz tube aerated under a constant flow, and using two types of irradiation, UV-Vis and Vis. The investigated systems proved to be extremely active, leading to an almost complete degradation of yperite in 2 h of irradiation. An excellent correlation between the photocatalytic performances and the band gap has been found. Based on the characterization data and on the temporal evolution of the reaction products, a reaction mechanism has been suggested. This mechanism considers two distinct pathways for the decomposition of yperite, namely the C–S bond cleavage and the S oxidation.

  采用掺杂多种过渡金属离子的二氧化钛-二氧化硅催化剂，实现了化学战剂伊皮尔(双(2-氯乙基)硫)的光催化分解。这些催化剂是通过将预先采用溶胶-凝胶法制备的二氧化钛-二氧化硅混合氧化物，与掺杂元素（钒、铁、锰）的盐进行浸渍制备而成。上述催化剂采用多种光谱技术进行了表征：傅里叶变换红外光谱（FTIR）、拉曼光谱、漫反射紫外-可见光谱（DR-UV-Vis）和X射线光电子能谱（XPS）。对每种光催化体系进行了禁带宽度测量。反应在两种不同类型的反应器中进行，即自然通风和在恒定流速下通气的封闭石英管，并采用两种类型的辐照，即紫外-可见光（UV-Vis）和可见光（Vis）。研究表明，这些体系活性极高，在2小时的辐照下，几乎能完全降解伊皮尔。光催化性能与禁带宽度之间存在极佳的相关性。根据表征数据和反应产物的时间演变，提出了一个反应机制。该机制考虑了两种不同的伊皮尔分解途径，即C-S键断裂和S氧化。
• Indolobenzoquinoline derivatives, their preparation and their use as anti-arrhythmic drugs
  申请人：Sankyo Company Limited

  公开号：EP0415776A2

  公开（公告）日：1991-03-06

  Optically active compounds of formula (I): in which R1 is hydrogen or alkyl; Xb and Yb are hydrogen or hydroxy; and Z is -NRaRb in which Ra and Rb are hydrogen, alkyl or hydroxyalkyl, or a cyclic amino group; and pharmaceutically acceptable salts thereof have enhanced anti-arrhythmic activity and may be prepared by a stereospecific synthesis process.

  式(I)中的光学活性化合物：其中R1为氢或烷基；Xb和Yb为氢或羟基；Z为-NRaRb，其中Ra和Rb为氢、烷基或羟基烷基，或环状氨基；以及其药学上可接受的盐具有增强的抗心律失常活性，并可通过立体特异性合成过程制备。
• Electrochemically Controlling Ligand Binding Affinity for Transition Metals via RHLs:  The Importance of Electrostatic Effects
  作者：Alan M. Allgeier、Caroline S. Slone、Chad A. Mirkin、Louise M. Liable-Sands、Glenn P. A. Yap、Arnold L. Rheingold

  DOI：10.1021/ja963008a

  日期：1997.1.1

  A series of redox-switchable hemilabile ligands (RHLs) has been synthesized that incorporates ferrocene as the redox group and phosphine ether or phosphine thioether moieties as binding groups. These ligands, which complex to Rh(I) and Pd(II), yield electrochemical control over ligand binding affinity for transition metals in complexes of the following type: [M(η4-(η5-C5H4XCH2CH2PR2)2Fe)]y+ (5: M =

  已经合成了一系列氧化还原可切换的半稳定配体 (RHL)，其中包含二茂铁作为氧化还原基团和膦醚或膦硫醚部分作为结合基团。这些配体与 Rh(I) 和 Pd(II) 复合，在以下类型的配合物中对配体与过渡金属的结合亲和力产生电化学控制：[M(η4-(η5-C5H4XCH2CH2PR2)2Fe)]y+ (5: M = Rh，X = O，R = Ph（苯基），y = 1；6：M = Rh，X = O，R = Cy（环己基），y = 1；9：M = Rh，X = S， R = Ph，y = 1；10：M = Pd，X = O，R = Ph，y = 2；11：M = Pd，X = O，R = Cy，y = 2）。在 11 的情况下，基于配体的氧化将配体与金属的结合常数降低了近十个数量级。5, 9, 10 的晶体结构检查，和 11 以及一系列 RHL 配合物和等电子模型配合物的电化学行为表明，静电效应在这

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