monoethyl 2-quinolylmethylphosphonate | 75355-35-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: monoethyl 2-quinolylmethylphosphonate
• 英文别名: Ethoxy(quinolin-2-ylmethyl)phosphinic acid
• CAS: 75355-35-0
• 化学式: C₁₂H₁₄NO₃P
• 分子量: 251.222
• InChiKey: UMWKWDIITKCLBI-UHFFFAOYSA-N

物化性质

• 熔点：
  156-157 °C(Solv: chloroform (67-66-3))
• 沸点：
  415.9±47.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  potassium tetrachloropalladate(II) 、 monoethyl 2-quinolylmethylphosphonate 在 NaOH 作用下， 以 水 为溶剂， 以68%的产率得到ethoxy(quinolin-2-ylmethyl)phosphinate;palladium(2+)
  参考文献：
  名称：

  Palladium(II) coordination chemistry of monoethyl 2-quinolylmethylphosphonate

  摘要：

  The synthesis and some spectroscopic properties of the new palladium(II) complexes with monoethyl 2-quinolylmethylphosphonate (2-mqmp) have been reported. It was shown that the molecular or the ionic complexes could be isolated by reaction of 2-mqmp with PdX42-(X = Cl, Br) depending on the acidity of the aqueous reaction solution. The square planar dihalide complexes trans-Pd(2-mqmp)(2)X-2 with monodentate N-bonded ligand through the quinoline nitrogen were obtained at pH similar to 3.5. Under acidic conditions at pH < 3 the ion-pair salt complexes [2-mqmp H+][Pd(2-mqmp)X-3(-)] containing the protonated quinoline ligand as cation and the quinoliniummethylphosphonatetrihalopalladate complex as anion were isolated. These ionic complexes by heating in methanol were decomposed: the chloro complex to the molecular dichloropalladium adduct Pd(2-mqmp)(2)Cl-2, while its bromo analogue gave a mixture of the dibromopalladium adduct Pd(2-mqmp)(2)Br-2 and the ion-pair hexabromodipalladium salt complex [2-mqmp H+](2)[Pd2Br62-]. The chelate complex Pd(2-mqmp-H)(2) . 2H(2)O was isolated at pH > 6. In this compound 2-mqmp acts as a bidentate ligand through the quinoline nitrogen and the phosphonic acid oxygen. The new complexes were identified and characterized on the basis of elemental and thermogravimetric analysis, magnetic and conductance measurements, as well as by infrared and positive/negative-ion FAB-mass spectroscopic studies. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(97)00408-7
• 作为产物：
  描述：

  sodium monoethyl 2-quinolylmethylphosphonate 在 盐酸 作用下， 以59%的产率得到monoethyl 2-quinolylmethylphosphonate
  参考文献：
  名称：

  Jagodic, V.; Bozic, B.; Tusek-Bozic, Lj., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 685 - 688

  摘要：

  DOI：

文献信息

• JAGODIC V.; BOZIC B.; TUSEK-BOZIC L.; HERAK M. J., J. HETEROCYCL. CHEM., 1980, 17, NO 4, 685-688
  作者：JAGODIC V.、 BOZIC B.、 TUSEK-BOZIC L.、 HERAK M. J.

  DOI：——

  日期：——
• Palladium(II) coordination chemistry of monoethyl 2-quinolylmethylphosphonate
  作者：Ljerka Tušek-Božić、Martina D'Alpaos

  DOI：10.1016/s0277-5387(97)00408-7

  日期：1998.1

  The synthesis and some spectroscopic properties of the new palladium(II) complexes with monoethyl 2-quinolylmethylphosphonate (2-mqmp) have been reported. It was shown that the molecular or the ionic complexes could be isolated by reaction of 2-mqmp with PdX42-(X = Cl, Br) depending on the acidity of the aqueous reaction solution. The square planar dihalide complexes trans-Pd(2-mqmp)(2)X-2 with monodentate N-bonded ligand through the quinoline nitrogen were obtained at pH similar to 3.5. Under acidic conditions at pH < 3 the ion-pair salt complexes [2-mqmp H+][Pd(2-mqmp)X-3(-)] containing the protonated quinoline ligand as cation and the quinoliniummethylphosphonatetrihalopalladate complex as anion were isolated. These ionic complexes by heating in methanol were decomposed: the chloro complex to the molecular dichloropalladium adduct Pd(2-mqmp)(2)Cl-2, while its bromo analogue gave a mixture of the dibromopalladium adduct Pd(2-mqmp)(2)Br-2 and the ion-pair hexabromodipalladium salt complex [2-mqmp H+](2)[Pd2Br62-]. The chelate complex Pd(2-mqmp-H)(2) . 2H(2)O was isolated at pH > 6. In this compound 2-mqmp acts as a bidentate ligand through the quinoline nitrogen and the phosphonic acid oxygen. The new complexes were identified and characterized on the basis of elemental and thermogravimetric analysis, magnetic and conductance measurements, as well as by infrared and positive/negative-ion FAB-mass spectroscopic studies. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Jagodic, V.; Bozic, B.; Tusek-Bozic, Lj., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 685 - 688
  作者：Jagodic, V.、Bozic, B.、Tusek-Bozic, Lj.、Herak, M. J.

  DOI：——

  日期：——