2-(二乙氧基磷酰基)-苯甲酸乙酯 | 28036-11-5

• 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: 2-(二乙氧基磷酰基)-苯甲酸乙酯
• 英文名称: diethyl (2-ethoxycarbonylphenyl)phosphonate
• 英文别名: diethyl(2-ethoxycarbonylphenyl)phosphonate；diethyl o-ethoxycarbonylphenylphosphonate；2-phosphono-benzoic acid triethyl ester；Ethyl 2-(diethoxyphosphoryl)benzoate；ethyl 2-diethoxyphosphorylbenzoate
• CAS: 28036-11-5
• 化学式: C₁₃H₁₉O₅P
• 分子量: 286.265
• InChiKey: GXUQRIOAGWXPJL-UHFFFAOYSA-N

物化性质

• 沸点：
  138 °C(Press: 0.1 Torr)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(二乙氧基磷酰基)-苯甲酸乙酯 在 盐酸 作用下， 反应 24.0h， 生成 2-膦酰苯甲酸
  参考文献：
  名称：

  Hybrid Uranyl-Carboxyphosphonate Cage Clusters

  摘要：

  Two new hybrid uranyl-carboxyphosphonate cage clusters built from,uranyl peroxide units were crystallized from aqueous solution under ambient conditions in approximately two months. The clusters are built from uranyl hexagonal bipyramids and are connected by employing a secondary metal linker, the 2-carboxyphenylphosphonate ligand. The structure of cluster A is composed of a ten-membered uranyl polyhedral belt that is capped on either end of an elongated cage by five-rnembered rings of uranyl polyhedra. The structure of cluster B consists of 24 uranyl cations that are arranged into 6 four-membered rings of uranyl polyhedra. Four of the corresponding topological squares are fused together to form a sixteen-membered double uranyl pseudobelt that is capped on either end by 2 topological squares. Cluster A crystallizes over a wide pH range of 4.6-6.8, while cluster B was isolated under narrower pH range of 6.9-7.8. Studies of their fate in aqueous solution upon dissolution of crystals by electrospray ionization mass spectrometry (ESI-MS) and small-angle X-ray scattering (SAXS) provide evidence for their persistence in solution. The well-established characteristic fingerprint from the absorption spectra of the uranium(VI) cations disappears and becomes a nearly featureless peak; nonetheless, the two compounds fluoresce at room temperature.

  DOI：

  10.1021/ic4008262
• 作为产物：
  描述：

  亚磷酸二乙酯 、 2-溴苯甲酸 在 四(三苯基膦)钯 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以24%的产率得到2-(二乙氧基磷酰基)-苯甲酸乙酯
  参考文献：
  名称：

  钯催化形成新的碳-磷键

  摘要：

  二烷基芳基膦酸酯是在三乙胺存在下通过芳基溴化物与亚磷酸二烷基酯的钯催化反应制备的。乙烯基溴化物的类似处理可立体选择性地得到乙烯基膦酸二烷基酯。

  DOI：

  10.1246/bcsj.55.909

文献信息

• Visible-Light Photo-Arbuzov Reaction of Aryl Bromides and Trialkyl Phosphites Yielding Aryl Phosphonates
  作者：Rizwan S. Shaikh、Simon J. S. Düsel、Burkhard König

  DOI：10.1021/acscatal.6b02591

  日期：2016.12.2

  Aryl phosphonates are functional groups frequently found in pharmaceutical and crop protection agents. For their synthesis via C–P bond formation typically transition-metal-catalyzed reactions are used. We report a visible-light photo-Arbuzov reaction as an efficient, mild, and metal-free alternative. Rhodamine 6G (Rh.6G) is used as the photocatalyst, generating aryl radicals under blue light. Coupling

  芳基膦酸酯是在药物和农作物保护剂中经常发现的官能团。对于它们通过C–P键形成的合成，通常使用过渡金属催化的反应。我们报告可见光光Arbuzov反应是一种高效，温和且不含金属的替代物。罗丹明6G（Rh.6G）用作光催化剂，在蓝光下产生芳基。自由基与各​​种三价亚磷酸酯的偶联产生芳基膦酸酯，具有良好或非常好的分离产率。反应条件温和，可通过激活碳-卤素键将膦酸酯基团引入复杂而敏感的药物活性分子中，例如苯二氮卓类和麦角灵。
• Uranyl Heteropolyoxometalate: Synthesis, Structure, and Spectroscopic Properties
  作者：Pius O. Adelani、Allen G. Oliver、Thomas E. Albrecht-Schmitt

  DOI：10.1021/ic300035n

  日期：2012.5.7

  conditions using the diethyl(2-ethoxycarbonylphenyl)phosphonate ligand and in situ ligand synthesis of the HPO42– anion. The cluster is derived from a common UO7, pentagonal bipyramid and is constructed by employing nickel(II) metal ions as linkers. The 3d–5f heteropolyoxometalate core incorporates 12 classical pentagonal uranyl groups and four Ni2+ octahedral units.

  新型铀杂多金属氧酸盐[H 3 O] 4 [Ni（H 2 O）3 ] 4 Ni [（UO 2）（PO 3 C 6 H 4 CO 2）] 3（PO 4 H）} 4 ·2.72H 2 O是在温和的水热条件下使用二乙基（2-乙氧基羰基苯基）膦酸酯配体和HPO 4 2-阴离子的原位配体合成制备的。该集群派生自通用的UO 7，五边形双锥体，是通过使用镍（II）金属离子作为连接基构建的。3d-5f杂多金属氧酸盐核心包含12个经典的五边形铀酰基团和4个Ni 2+八面体单元。
• The preparation and diels-alder reactivity of ethyl (diethoxyphosphinyl)propynoate
  作者：Roger G. Hall、Stuart Trippett

  DOI：10.1016/s0040-4039(00)87407-9

  日期：1982.1
• TAKENAKA, HIDEYUKI;HAYASE, YOSHIO, HETEROCYCLES, 29,(1989) N, C. 1185-1189
  作者：TAKENAKA, HIDEYUKI、HAYASE, YOSHIO

  DOI：——

  日期：——
• HALL R. G.; TRIPPETT S., TETRAHEDRON LETT., 1982, 23, NO 25, 2603-2604
  作者：HALL R. G.、 TRIPPETT S.

  DOI：——

  日期：——