ethyl isopropylphosphonochloridate | 28830-03-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: ethyl isopropylphosphonochloridate
• 英文别名: isopropyl-phosphonic acid ethyl ester chloride；Isopropyl-phosphonsaeure-aethylester-chlorid；Ethyl-isopropylphosphonsaeurechlorid；(1-Methylethyl)phosphonochloridic acid, ethyl ester；2-[chloro(ethoxy)phosphoryl]propane
• CAS: 28830-03-7
• 化学式: C₅H₁₂ClO₂P
• 分子量: 170.576
• InChiKey: XJYXAXCTVJPCKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl isopropylphosphonochloridate 以 乙醚 为溶剂， 生成
  参考文献：
  名称：

  Ivanova,Zh.M. et al., Journal of general chemistry of the USSR, 1969, vol. 39, p. 1473 - 1479

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl hydrogen isopropylphosphonate 在 1-氯-N,N,2-三甲基丙烯胺 作用下， 以 氯仿 为溶剂， 反应 0.03h， 以80%的产率得到ethyl isopropylphosphonochloridate
  参考文献：
  名称：

  α-卤代烯胺作为将磷含氧酸转化为其卤代类似物的试剂

  摘要：

  磷含氧酸在温和条件下转化为它们的卤代类似物。α-卤代烯胺被证明是有效的卤素转移试剂，可提供良好至高产率的所需...

  DOI：

  10.1055/s-2005-865363

文献信息

• Surface-mediated synthesis of organophosphorus-based hydrazides using basic alumina
  作者：Kavita、P. Joshi、N. Sharma、Y. C. Joshi

  DOI：10.1139/v10-111

  日期：2010.10

  The surface-mediated synthesis of O-alkyl alkylphosphorohydrazides and N,N-dialkylamino alkylphosphorohydrazides from phosphoryl chlorides is described. The effect of the presence of chromatographic-grade Al₂O₃(basic) on the hydrazinolysis of a series of O-alkyl alkylphosphonic chlorides and N,N-dialkylamino alkylphosphonic chlorides has also been investigated. It was observed that higher yields of the less-hindered hydrazides were obtained

  本研究描述了以磷酰氯为原料，通过表面介导合成 O-烷基烷基磷酰肼和 N,N-二烷基氨基烷基磷酰肼的过程。此外，还研究了色谱级 Al2O3（碱性）的存在对一系列 O-烷基烷基膦酰氯和 N,N-二烷基氨基烷基膦酰氯肼解作用的影响。结果表明，获得的少阻肼的产率较高
• Surface Mediated Synthesis of Unsymmetrical <i>O,O</i>-dialkyl Alkyl Pyrophosphonates using Neutral Alumina: Potential Chemical Weapons Convention Related Compounds
  作者：Rajesh Kumar、Devendra K. Dubey、Arvind K. Gupta、M.P. Kaushik

  DOI：10.3184/030823408x318316

  日期：2008.5

  The surface mediated synthesis of unsymmetrical O,O’- dialkyl alkyl pyrophosphonates from O-alkyl alkylphosphonic acid is described. These pyrophosphonates are listed in schedule 2B4 of Chemical Weapon Convention (CWC). The effect of the presence of chromatographic grade of Al₂O₃on the phosphorylation of a series of alkyl phosphonic acids has also been investigated. For phosphonic acids having different alkyl groups, it was observed that higher yields of the more hindered pyrophosphonates were formed in the presence of Al₂O₃. This method has an advantage over the conventional methods in terms of easy work-up, reduced reaction time and high yields.

  介绍了以 O-烷基烷基膦酸为原料，通过表面介导合成非对称 O,O'-二烷基烷基焦磷酸盐的方法。这些焦磷酸盐被列入《化学武器公约》（CWC）附表 2B4。此外，还研究了色谱级 Al2O3 的存在对一系列烷基膦酸磷化的影响。对于具有不同烷基的膦酸，观察到在 Al2O3 的存在下形成的受阻程度较高的焦磷酸盐的产率较高。与传统方法相比，该方法具有操作简便、反应时间短和产率高等优点。
• Fluorinated phosphorus compounds
  作者：Christopher M Timperley、John F Broderick、Ian Holden、Ian J Morton、Matthew J Waters

  DOI：10.1016/s0022-1139(00)00284-0

  日期：2000.10

  Twenty bis(fluoroalkyl) alkylphosphonates of structure (RFO)2P(O)R were prepared in 28–69% yields by treatment of alkylphosphonic dichlorides Cl2P(O)R [R=Me, Et, n-Pr, i-Pr] with fluoroalcohols RFOH [RF=CF3CH2, H(CF2)2CH2, C2F5CH2, C3H7CH2, (CF3)2CH] in diethyl ether in the presence of triethylamine. Reactions of isopropylphosphonic dichloride with two molar equivalents of alcohols and fluoroalcohols

  二十双（氟代烷基）结构的烷基膦酸酯（R ˚F O）2 P（O）R是在28-69％的收率由处理烷基膦二氯化物的Cl制备2 P（O）R [R =甲基，乙基，Ñ -Pr， i-Pr]与氟代醇R F OH [R F = CF 3 CH 2，H（CF 2）2 CH 2，C 2 F 5 CH 2，C 3 H 7 CH 2，（CF 3）2在乙醚中，在三乙胺的存在下，用CH 2 Cl]。比较了异丙基二氯化膦与两个摩尔当量的醇和氟代醇的反应。在室温下12小时后，醇EtOH，n -PrOH，i-PrOH和n - BuOH给出了单酯和二酯的混合物，但异丙醇除外，后者仅给出了单酯。由烷氧基取代基引起的电子和空间效应令人满意地说明了产物比率。使用氟代醇CF 3 CH 2 OH，C 2 F 5 CH 2 OH，C 3 F 7 CH 2 OH和（CF 3）2CHOH，二酯为主。在此，氟代烷氧基取代基的电子效应稳定了中间体phosphor烷，例如。Cl
• The reactivity of organophosphorus compounds. Part XXVII. Reactions of alkyl hydrogen alkylphosphonates with p-nitrobenzonitrile oxide: anchimerically assisted P–O fission in acidic hydrolysis of the resulting α-hydroxyimino-p-nitrobenzyl alkylphosphonates
  作者：J. I. G. Cadogan、J. A. Challis、D. T. Eastlick

  DOI：10.1039/j29710001988

  日期：——

  p-Nitrobenzonitrile oxide reacts readily with alkyl hydrogen alkylphosphonates (I; R1= Me, R2= Me, Et, Pr, Pri, ButCH2, or ButCHMe) and (I; R1= Et, But, or Ph; R2= Et), diethyl hydrogen phosphate, and hydrogen diethylphosphinate to give the corresponding 1:1-adducts, alkyl α-hydroxyimino-p-nitrobenzyl alkylphosphonates (II; R1= Me; R2= Me, Et, Pr, Pri, ButCH2, or ButCHMe) and (II; R1= Et, But or Ph;

  p -Nitrobenzonitrile与烷基氢烷基膦容易氧化物反应（I; R 1 =我，R 2 =甲基，乙基，镨，镨我，卜吨CH 2，或卜吨CHME）和（I; R 1 =的Et，卜t或Ph; R 2 = Et），磷酸二乙基氢和二乙基次膦酸氢生成相应的1：1加合物，即烷基α-羟基亚氨基-对硝基苄基烷基膦酸酯（II; R 1 = Me; R 2 = Me，乙基，丙基，镨我，卜吨CH 2，或卜吨CHME）和（II; R 1=的Et，卜吨或pH; [R 2 = ET），二乙基α羟基亚p硝基苄酯（II; R 1 =环氧乙烷，R 2 = ET），和α羟基亚p分别硝基苄二乙基次膦酸（III）。除了在酸性条件下稳定的最后一种情况外，加合物在稀有的二恶烷水溶液中在pH 2-3·5的条件下，以非常快速的，通过手性辅助的方式发生了P–O裂变（动力学研究表明，其快约10 7，比在相似条件下经历烷基-氧裂变的简单
• Microwave Induced Synthesis of O,O-Dialkyl Dialkylpyrophosphonates under Solvent Free Conditions: Markers of Nerve Agents
  作者：Rajesh Kumar、Deepak Pardasani、Avik Mazumder、Devendra K. Dubey、Arvind K. Gupta

  DOI：10.1071/ch07375

  日期：——

  This article describes a one pot, solvent free, microwave assisted synthesis of O,O-dialkyl dialkylpyrophosphonates (DADAPP) from O-alkyl alkylphosphonic chlorides 2a–j with 4-dimethylaminopyridine (DMAP) in the presence of water under microwave irradiation. The reaction takes place by the phosphonium salts, which are converted into the DADAPPs 4a–j. These DADAPPs are important markers of chemical

  本文介绍了在微波辐射下，在水存在下，由 O-烷基烷基膦酰氯 2a-j 与 4-二甲氨基吡啶 (DMAP) 合成 O,O-二烷基二烷基焦膦酸盐 (DADAPP) 的一锅无溶剂微波辅助合成方法。该反应由鏻盐发生，鏻盐转化为 DADAPP 4a-j。这些 DADAPP 是化学战剂沙林、梭曼和 VX 及其类似物的重要标志。与传统方法相比，该方法具有操作简单、产率高、反应时间短等优点。