氯磷酸二正丙基酯 | 2510-89-6

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 中文名称: 氯磷酸二正丙基酯
• 中文别名: 二丙基氯膦酰
• 英文名称: dipropyl chlorophosphate
• 英文别名: di-n-propyl chlorophosphate；1-[chloro(propoxy)phosphoryl]oxypropane
• CAS: 2510-89-6
• 化学式: C₆H₁₄ClO₃P
• mdl: MFCD00012382
• 分子量: 200.602
• InChiKey: MGWMBNBSQQGLAW-UHFFFAOYSA-N

物化性质

• 沸点：
  76 °C(Press: 1.5 Torr)
• 密度：
  1.140±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  氯磷酸二正丙基酯 以 乙醚 为溶剂， 生成 diphosphoric acid tetrapropyl ester
  参考文献：
  名称：

  Pudovik,A.N. et al., Journal of general chemistry of the USSR, 1964, vol. 34, p. 2224 - 2228

  摘要：

  DOI：
• 作为产物：
  描述：

  Dipropyltrimethylsilylphosphit 在 三氯乙腈 作用下， 以 正戊烷 为溶剂， 以86%的产率得到氯磷酸二正丙基酯
  参考文献：
  名称：

  Halogenophilic reaction of silylated phosphites with trichloroacetic acid derivatives

  摘要：

  Silylated phosphites and amidophosphites react with trichloroacetonitrile and ethyl trichloroacetate with the formation of a P-Cl bond, which indicates a halogenophilic mechanism of the reaction.

  DOI：

  10.1007/bf00965439

文献信息

• PREPARATION AND TOXICITY OF SOME ALKYL THIOPYROPHOSPHATES
  作者：R. A. McIvor、G. D. McCarthy、G. A. Grant

  DOI：10.1139/v56-235

  日期：1956.12.1

  Several methods have been investigated for the synthesis of tetraalkyl thiopyrophosphates, including one that can be carried out very rapidly with high yield. Purification of these compounds proved exceedingly difficult, because they were sensitive to traces of acids or bases, and probably to inorganic salts at temperatures above 70 °C. All methods investigated yield only the thiono isomer, there being

  已经研究了几种合成硫代焦磷酸四烷基酯的方法，包括一种可以非常快速且产率高的方法。事实证明，这些化合物的纯化极其困难，因为它们对痕量的酸或碱敏感，并且可能在 70 °C 以上的温度下对无机盐敏感。所有研究的方法仅产生硫代异构体，没有证据表明相应的 P-S-P 异构体。毒理学研究不支持 Fiszer 和工作人员报告的结果。没有一种化合物比焦磷酸四乙酯在静脉内的毒性更大。报道了用于红外研究的几种其他相关化合物的合成。
• Synthesis of Phosphorocyanidates via Phosphorochloridates
  作者：Enxue Shi、Chengxin Pei

  DOI：10.1080/10426500307856

  日期：2003.5.1

  Dialkyl phosphorocyanidates ( 2 ) were obtained from dialkyl phosphorochloridates ( 1 ) in high yield (80-86%) at room temperature in methyl cyanide. Reaction between diethyl phosphorochloridate and potassium cyanide was greatly influenced by the solvents used. Tetraethyl pyrophosphate also was found to react with potassium cyanide to give diethyl phosphorocyanidate in methyl cyanide.

  在室温下在甲基氰化物中以高产率（80-86%）从二烷基磷酰氯（1）获得二烷基磷氰（2）。所用溶剂极大地影响了二乙基氯化磷和氰化钾之间的反应。还发现焦磷酸四乙酯与氰化钾反应，在甲基氰化物中得到磷酸二乙酯。
• Insecticidal compositions and methods of killing insects using
  申请人：Velsicol Chemical Corporation

  公开号：US03961050A1

  公开（公告）日：1976-06-01

  This invention discloses compounds of the formula ##SPC1## Wherein Y is selected from the group consisting of hydrogen and alkyl of from 1 to 3 carbon atoms; X is selected from the group consisting of oxygen and sulfur; R.sup.1 and R.sup.2 are independently selected from the group consisting of alkyl, alkoxy and akylthio, provided a maximum of one of R.sup.1 and R.sup.2 is alkyl; and Z is selected from the group consisting of alkyl, halogen, haloalkyl and nitro. Further disclosed are insecticidal compositions utilizing the compounds of the foregoing description.

  这项发明揭示了以下结构的化合物##SPC1## 其中Y选自由氢和1至3个碳原子的烷基组成的群; X选自由氧和硫组成的群; R.sup.1和R.sup.2分别选自由烷基、烷氧基和烷硫基组成的群，前提是R.sup.1和R.sup.2中最多只有一个是烷基; Z选自由烷基、卤素、卤代烷基和硝基组成的群。还公开了利用上述描述的化合物的杀虫组合物。
• Synthesis of Flame-retardant Phosphaphenanthrene Derivatives with High Phosphorus Contents
  作者：Jinyun Zheng、Yujian Yu、Lulu Zhang、Xiaomin Zhen、Yufen Zhao

  DOI：10.1071/ch13722

  日期：——

  Two novel types of phosphate derivatives of phosphaphenanthrene with a high phosphorus content were prepared by phosphorylation reaction between either 2-(6-oxido-6H-dibenz<c,e><1,2>oxaphosphorin-6-yl)-methanol (ODOPM) or 2-(6-oxido-6H-dibenz<c,e><1,2>oxaphosphorin-6-yl)-1,4-benzenediol (ODOPB) and dialkyl phosphoryl chloride. The structures of all compounds were characterised by 1H NMR, 13C NMR, 31P NMR, Fourier transform infrared spectroscopy, and high-resolution mass spectrometry. The thermal stability of representative compounds was determined by thermal gravimetric analysis and differential scanning calorimetry. The results showed that the compounds have excellent resistance to oxidation, high thermal stability with an onset decomposition temperature above 200°C, and a high char yield over 25 %, owing to the high P content. The representative compound was added to conventional electrolytes of lithium-ion batteries as flame retardant additive, and the self-extinguishing time and ionic conductivity were measured. The result showed that the compounds have effective flame retardant properties.

  通过 2-(6-氧代-6H-二苯并<；c,e><1,2>oxaphosphorin-6-yl)-methanol (ODOPM) 或 2-(6-oxido-6H-dibenz<c,e><1,2>oxaphosphorin-6-yl)-1,4-benzenediol (ODOPB) 与二烷基磷酰氯之间的磷化反应制备了高磷含量的磷菲衍生物。所有化合物的结构均通过 1H NMR、13C NMR、31P NMR、傅立叶变换红外光谱和高分辨率质谱进行了表征。通过热重分析和差示扫描量热法测定了代表性化合物的热稳定性。结果表明，这些化合物具有优异的抗氧化性、较高的热稳定性（起始分解温度高于 200°C）以及较高的炭化率（由于 P 含量较高），炭化率超过 25%。将代表性化合物作为阻燃添加剂添加到锂离子电池的常规电解液中，并测量了其自熄时间和离子电导率。结果表明，该化合物具有有效的阻燃特性。
• The Hydrolysis of Disubstituted Alkyl Phosphorochloridates and <i>N</i>,<i>N</i>,<i>N</i>′,<i>N</i>′-Tetra-stibstituted Phosphorodiamidic Chlorides in Water and Deuterium Oxide: Heat Capacity of Activation and Kinetic Solvent Isotope Effects
  作者：E. C. F. Ko、R. E. Robertson

  DOI：10.1139/v73-090

  日期：1973.2.15

  alkyl-phosphorochloridates, where the alkyl group is ethylisopropyl and n-propyl; for tetra-methyl and tetra-ethyl phosphorodiamidic chlorides; the di-n-propyl and di-isopropyl analog, the di(isopropylmethylcarbinyl)phosphorochloridate and the tetra-ethylthiophosphorodiamidic chloride. These compounds have a potential relationship to compounds used as insecticides and as polymers. The mechanism of reaction

  已经确定了三种烷基-磷酰氯的拟热力学参数ΔH≠、ΔS≠和ΔCp≠以及动力学溶剂同位素效应，其中烷基为乙基异丙基和正丙基；四甲基和四乙基磷酰二胺氯化物；二正丙基和二异丙基类似物、二(异丙基甲基羰基)磷酰氯和四乙基硫代磷酰二酰氯。这些化合物与用作杀虫剂和聚合物的化合物有潜在关系。在这些数据的基础上讨论了反应机理。

表征谱图