[乙氧基(三氯甲基)磷酰基]苯 | 54944-19-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [乙氧基(三氯甲基)磷酰基]苯
• 英文名称: phenyl-trichloromethyl-phosphinic acid ethyl ester
• 英文别名: Phenyl-trichlormethyl-phosphinsaeure-aethylester；Phosphinic acid, phenyl(trichloromethyl)-, ethyl ester；[ethoxy(trichloromethyl)phosphoryl]benzene
• CAS: 54944-19-3
• 化学式: C₉H₁₀Cl₃O₂P
• 分子量: 287.51
• InChiKey: NONBUXWFDUNILE-UHFFFAOYSA-N

物化性质

• 熔点：
  79 °C
• 沸点：
  147-148 °C(Press: 1 Torr)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  [乙氧基(三氯甲基)磷酰基]苯 在 盐酸 作用下， 以 乙醇 为溶剂， 生成 Trichlormethyl-phenyl-phosphinsaeure
  参考文献：
  名称：

  Kharrasova,F.M. et al., Journal of general chemistry of the USSR, 1967, vol. 37, p. 2410 - 2416

  摘要：

  DOI：
• 作为产物：
  描述：

  三氯溴甲烷 、 苯基膦酸二乙酯 生成 [乙氧基(三氯甲基)磷酰基]苯
  参考文献：
  名称：

  Kamai, Zhurnal Obshchei Khimii, 1948, vol. 18, p. 443,445,446

  摘要：

  DOI：

文献信息

• New syntheses of 1-chloroalkylphosphinates
  作者：Xavier Morise、Philippe Savignac、Jean-Marc Denis

  DOI：10.1039/p19960002179

  日期：——

  Different approaches to the synthesis of 1-chloroalkylphosphinates are described. Initially, we tried to extend a reaction described by Kabachnik for the preparation of chloromethylphosphinic acid chlorides [R1(Cl)P(O)CH2Cl] to C-substituted derivatives. We also considered the possibility of synthesizing the title compounds by routes already described for the formation of diethyl 1-chloroalkylphosphonates. Although these methods have allowed us to obtain several of the desired phosphinates, they suffer from limitations that restrict their synthetic applications. Finally, we have developed a more general approach that allows the formation of a wide range of phosphinates. It involves a selective P–C bond formation by reaction of MeMgCl and PhMgCl with phosphonochloridates, which are prepared by P-chlorination of 1-chloroalkylphosphonates.

  描述了合成1-氯烷基膦酸酯的不同方法。最初，我们尝试扩展Kabachnik所描述的用于制备氯甲基膦酸氯化物[R1(Cl)P(O)CH2Cl]的反应，以适应C取代衍生物。我们还考虑了通过已描述的合成二乙基1-氯烷基膦酸酯的途径来合成目标化合物。尽管这些方法已使我们获得了几个所需的膦酸酯，但它们存在限制，从而限制了它们的合成应用。最后，我们开发了一种更通用的方法，允许形成广泛的膦酸酯。这涉及通过MeMgCl和PhMgCl与由1-氯烷基膦酸酯的P-氯化反应制备的膦酸氯化物的反应形成选择性的P–C键。
• Intramolecular [4 + 2] cycloadditions involving transient phosphaalkene intermediates as dienophiles: a useful entry to phosphabicyclo[4.3.0]non-4-ene derivatives
  作者：Jean-François Pilard、Céline Friot、Jean-Marc Denis

  DOI：10.1039/a708020d

  日期：——

  Three representative phosphabicyclo[4.3.0]non-4-ene derivatives are formed in high yields and various diastereomeric forms by [4 + 2] intramolecular cycloadditions involving transient phosphaalkenes as dienophiles; complete diastereoselectivity is observed with the P-substituted derivative.

  三种代表性的磷杂双环[4.3.0]non-4-ene衍生物通过[4+2]分子内环加成以高产率和各种非对映体形式形成，其中涉及瞬态磷烯烃作为亲二烯体； P-取代的衍生物观察到完全的非对映选择性。
• Substituted ammonium salts of alkoxytrichloromethylphosphonic and alkyl(aryl)trichloromethylphosphinic acids
  作者：F. M. Kharrasova、G. I. Ruzal'、Yu. P. Kovalenko、Z. A. Kel'bedina

  DOI：10.1007/bf00764717

  日期：1989.12

  It was found earlier that the reaction of alkyl esters of trichlormetylphosphonic and alkyl(aryl)trichloromethylphosphinie acids [2, 9] with substituted amines leads to formation of the corresponding ammonium salts of alkoxytrichloromethylphosphonic and alkyl(aryl)trichloromethylphosphinic acids and the alkylated amine [3, 6-8] according to the scheme: R(cc: )p(o)oR' + 2HNR; * R(C%)P(O)OH. R;

  早先发现，三氯甲基膦酸和烷基（芳基）三氯甲基次膦酸的烷基酯 [2, 9] 与取代胺的反应导致形成相应的烷氧基三氯甲基膦酸和烷基（芳基）三氯甲基次膦酸的铵盐和烷基化胺 [3 , 6-8] 根据方案：R(cc:)p(o)oR' + 2HNR; * R(C%)P(O)OH。R;
• Preparation of alkyl- and aryl-amino[²H₂]methylphosphinic acids
  作者：Sylvie Berté-Verrando、François Nief、Carl Patois、Philippe Savignac

  DOI：10.1039/p19950002045

  日期：——

  Diethyl chloro[H-2(2)]methylphosphonate upon successive treatment with POCl3 and Grignard reagents (RMgX) gave alkyl(chloro[H-2(2)] methyl)pho sphinates. Phenyl(chloro[H-2(2)]methyl)phosphinate was prepared by deuteriolysis of the alpha-silylated alpha-phosphonylated carbanion 11 with D2O. After conversion into trifluoroethyl phosphinic esters, the alkyl- and phenyl-(chloro[H-2(2)]methyl)phosphinates were converted into azides and then reduced and hydrogenated into alkyl- and phenyl-(amino[H-2(2)]lmethyl)phosphinic acids.
• Kharrasova,F.M. et al., Journal of general chemistry of the USSR, 1974, vol. 44, p. 2379 - 2382
  作者：Kharrasova,F.M. et al.

  DOI：——

  日期：——