ethylphosphonothioic dichloride | 993-43-1

• 物质功能分类: 有机原料 - 氨基化合物
• 分子结构分类: 有机化合物 - 有机磷化合物 - 有机硫代磷化合物
• 英文名称: ethylphosphonothioic dichloride
• 英文别名: dichloro-ethyl-sulfanylidene-λ5-phosphane
• CAS: 993-43-1
• 化学式: C₂H₅Cl₂PS
• mdl: MFCD00046851
• 分子量: 163.007
• InChiKey: FRNHPBDNOSCJNW-UHFFFAOYSA-N

物化性质

• 溶解度：
  可溶于氯仿（少量）
• 物理描述：
  Ethyl phosphonothioic dichloride, anhydrous appears as a clear colorless liquid with a pungent odor. Burns, but may be difficult to ignite. Denser than water. Very toxic by inhalation. Corrosive to metals and tissue.
• 沸点：
  342 °F at 760 mm Hg (USCG, 1999)
• 熔点：
  less than -58 °F (USCG, 1999)
• 闪点：
  203 °F (USCG, 1999)
• 密度：
  1.35 at 68 °F (USCG, 1999)
• 蒸汽压力：
  1.45 mm Hg at 70 °F (USCG, 1999)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.1
• 氢给体数：
  0
• 氢受体数：
  1

ADMET

毒理性

• 副作用

Dermatotoxin - 皮肤烧伤。

Dermatotoxin - Skin burns.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

反应信息

• 作为反应物：
  描述：

  ethylphosphonothioic dichloride 在 硫化氢 作用下， 生成 trans-Aethyl-thiono-phosphin-sulfid
  参考文献：
  名称：

  Thionophosphine Sulfides. I. Preparation and Use in the Friedel-Crafts Reaction¹

  摘要：

  DOI：

  10.1021/jo01058a017
• 作为产物：
  描述：

  二氯乙基铝 在 三氯硫磷 作用下， 以 正己烷 为溶剂， 反应 8.0h， 生成 ethylphosphonothioic dichloride
  参考文献：
  名称：

  Synthesis and chiral recognition ability of O-phenyl ethylphosphonothioic acid with a conformationally flexible phenoxy group for CH/π interaction

  摘要：

  Enantiopure O-phenyl ethylphosphonothioic acid 1 was easily obtained by the enantioseparation of racemic 1, which was prepared from commercially available phosphorothioic trichloride in four steps. Enantiopure 1 was found to show an excellent chiral recognition ability for various 1-arylethylamine derivatives during the diastereomeric salt formation. In particular, enantiopure 1 was able to recognize the chirality of o- and m-substituted 1-arylethylamine derivatives, of which the chirality is generally difficult to establish by conventional resolving agents. X-ray crystallographic analyses of the less-soluble diastereomeric salts revealed that the conformation of the phenoxy group in enantiopure 1 could change in the diastercomeric salt crystals and that the excellent chiral recognition ability of enantiopure 1 resulted from the effective CH/pi interaction of the phenoxy phenyl group. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.009

文献信息

• THE CONDENSATION OF PHOSPHONOTHIOIC AND PHOSPHONIC DICHLORIDES WITH <i>o</i>-DIAMINES
  作者：Ralph L. Dannley、Arturs Grava

  DOI：10.1139/v65-469

  日期：1965.12.1

  dichlorides, and phenylenediamines containing electron-donating substituents are more reactive than those containing electron-withdrawing substituents. The diazaphosphole 2-oxides undergo hydrolysis or alcoholysis of only one of the amide groups under mild conditions. The 2-sulfides are much more resistant to hydrolysis than the 2-oxides. The 2-sulfides are converted to the N-methyl derivatives by dimethyl

  已经制备了一系列 2,3-二氢-1H-1,3,2-苯并二氮杂磷 2-硫化物和 2-氧化物，最常见的方法是在回流惰性溶剂中将二胺与膦硫代或膦酰二氯化物缩合。硫代膦酰二氯化物比相应的膦酰二氯反应更慢，含有给电子取代基的苯二胺比含有吸电子取代基的苯二胺反应性更强。二氮杂磷酰 2-氧化物在温和条件下仅对其中一个酰胺基进行水解或醇解。2-硫化物比2-氧化物更耐水解。2-硫化物被硫酸二甲酯和碱转化为N-甲基衍生物。2-氧化物在这些条件下水解。
• Pyridyl esters of N-alkylidene-substituted phosphor- and phosphonamidic
  申请人：Velsicol Chemical Corporation

  公开号：US04226859A1

  公开（公告）日：1980-10-07

  This invention discloses chemical compounds of the formula ##STR1## wherein X.sup.1 is selected from the group consisting of oxygen and sulfur; R.sup.1 is selected from the group consisting of hydrogen, alkyl, phenyl, alkoxy and alkylthio; R.sup.2 is selected from the group consisting of alkoxy, alkylthio, amino, alkylamino and dialkylamino; with the proviso that a maximum of one of R.sup.1 and R.sup.2 is alkoxy or alkylthio; Z is selected from the group consisting of alkyl, alkoxy, nitro and halogen; and n is an integer from 0 to 4; and wherein R.sup.3 is selected from the group consisting of alkyl, alkoxy, alkylthio and ##STR2## wherein X.sup.2 is selected from the group consisting of oxygen and sulfur; X.sup.3 is halogen; k is the integer 0 or 1; and 1 and m are each integers from 0 to 3. Further disclosed are insecticidal compositions utilizing the compound of the present invention.

  这项发明揭示了化学化合物的结构式如下：其中X.sup.1选自氧和硫的组；R.sup.1选自氢、烷基、苯基、烷氧基和烷基硫基的组；R.sup.2选自烷氧基、烷基硫基、氨基、烷基氨基和二烷基氨基的组；但R.sup.1和R.sup.2中最多只能有一个是烷氧基或烷基硫基；Z选自烷基、烷氧基、硝基和卤素的组；n是0到4之间的整数；R.sup.3选自烷基、烷氧基、烷基硫基和结构式中的部分；其中X.sup.2选自氧和硫的组；X.sup.3是卤素；k是整数0或1；l和m分别是0到3之间的整数。进一步揭示了利用本发明化合物的杀虫组合物。
• Unsymmetrical thiophosphonate insecticides and nematocides
  申请人：Mobil Oil Corporation

  公开号：US04258038A1

  公开（公告）日：1981-03-24

  Compounds of the formula ##STR1## wherein R is alkyl of 1 to 6 carbon atoms; R.sub.1 is an alkyl of 1 to 6 carbon atoms; and R.sub.2 is branched alkyl of 3 to 8 carbon atoms. These compounds are insecticides and nematocides.

  式为##STR1##的化合物，其中R是1到6个碳原子的烷基；R.sub.1是1到6个碳原子的烷基；R.sub.2是3到8个碳原子的支链烷基。这些化合物是杀虫剂和线虫杀灭剂。
• Microsynthesis and electron ionization mass spectral studies of<i>O(S</i>)-alkyl<i>N,N</i>-dimethyl alkylphosphono(thiolo)thionoamidates for Chemical Weapons Convention verification
  作者：Hamdollah Saeidian、Mehran Babri、Morteza Abdoli、Mansour Sarabadani、Davood Ashrafi、Mohammad Taghi Naseri

  DOI：10.1002/rcm.6407

  日期：2012.12.15

  availability of mass spectra and interpretation skills are essential for unambiguous identification of the Chemical Weapons Convention (CWC)-related chemicals. The O(S)-alkyl N,N-dimethyl alkylphosphono(thiolo)thionoamidates are included in the list of scheduled CWC-related compounds, but there are very few spectra from these compounds in the literature. This paper examines these spectra and their mass spectral

  理由质谱和解释技术的可用性对于明确识别《化学武器公约》（CWC）相关化学品至关重要。O（S）-烷基N，N-二甲基烷基膦（硫代）硫代氨基甲酸酯包括在计划的CWC相关化合物的列表中，但文献中来自这些化合物的光谱很少。本文研究了这些光谱及其质谱碎裂途径。方法通过微合成方案制备标题化学品，并使用电子离子化质谱仪和气相色谱作为MS进样口系统对其进行分析。使用氘代类似物的碎片离子分析，串联质谱和密度泛函理论（DFT）计算来确认碎片的结构。结果质谱研究揭示了电离过程中一些有趣的裂解途径，例如烯烃和胺的消除以及McLafferty型重排。化学品最重要的裂解途径是硫代-硫代重排。DFT计算用于支持MS结果并揭示碎片离子的相对偏好形成。还报告了所有研究化合物的保留指数（RIs）。结论对合成化合物的质谱进行了研究，目的是丰富禁止化学武器组织（OPCW）中央分析数据库（OCAD），该数据库可用于在现场检查和检测过程中检测和鉴定与CWC有关的化学物质。
• Certain N-(R-sulfonyl) phosphonamidothioates and dithioates
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04804654A1

  公开（公告）日：1989-02-14

  Compounds of the formula ##STR1## wherein the symbols have assigned meanings, and their use as insecticides and/or miticides.

  式##STR1##的化合物，其中符号具有指定的含义，并且它们作为杀虫剂和/或杀螨剂的用途。