乙炔基膦酸二异丙酯 | 24350-52-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 中文名称: 乙炔基膦酸二异丙酯
• 英文名称: Ethinyl-phosphonsaeure-diisopropylester
• 英文别名: 2-[Ethynyl(propan-2-yloxy)phosphoryl]oxypropane
• CAS: 24350-52-5
• 化学式: C₈H₁₅O₃P
• 分子量: 190.179
• InChiKey: UGCFHCFLAOZWSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙炔基膦酸二异丙酯 在 dichloroalane 作用下， 生成 ethyn-1-ylphosphine
  参考文献：
  名称：

  The Gas-Phase Acidity of HCP, CH3CP, HCAs, and CH3CAs: An Unexpected Enhanced Acidity of the Methyl Group

  摘要：

  The gas-phase acidities of methylidynephosphine, HC=P. ethylidynephosphine. CH3C=P. and ethylidynearsine, CH3C=As, have been measured by means of Fourier Transform Ion Cyclotron Resonance (FTICR) mass spectrometry and calculated Lit the CCSD(T)/6-311+G(3df,2p)//QCISD/ 6-311 + G(df.p) level of theory. An analysis of these results shows that, in contrast to the well-known fact that HC=N is a stronger acid than CH3C=N, CH3C=P and CH3C=As are more acidic than HC=P and HC=As, respectively. The most important consequence of this unexpected effect is that while HC=P and HC=As are found to be weaker acids than HC=N. the opposite trend is found for the corresponding methyl derivatives, the acidity of which increases as CH3C=N < CH3C=P < CH3C=As. Also the effects of deprotonation on the structures and the vibrational frequencies of HC=X and CH3C=X (X=N, P, As) compounds are qualitatively similar. but quantitatively very different for nitrogen- as compared with phosphorus- and arsenic-containing compounds. A rationalization of these differences in terms of the bonding differences is presented.

  DOI：

  10.1002/1521-3765(20021104)8:21<4919::aid-chem4919>3.0.co;2-j
• 作为产物：
  描述：

  氯磷酸二异丙酯 、 乙炔基溴化镁 以 四氢呋喃 为溶剂， 以30%的产率得到乙炔基膦酸二异丙酯
  参考文献：
  名称：

  合成1,5,2-二氮杂膦亚胺作为HCV聚合酶潜在抑制剂的新方法

  摘要：

  描述了两种制备1,5,2-二氮杂膦亚胺的新方法。第一种方法涉及am和碱性介质中的炔基膦酸酯之间的反应。第二种途径涉及idine和二硫代乙烯酮缩醛膦酸酯在碱性介质中的反应。为HCV聚合酶抑制剂程序合成了1,5,2-二氮杂膦亚胺靶标。

  DOI：

  10.1016/j.tetlet.2016.11.063

文献信息

• Copper-catalyzed stereo- and regioselective hydrophosphorylation of terminal alkynes: scope and mechanistic study
  作者：Junchen Li、Zhenhua Gao、Yongbiao Guo、Haibo Liu、Peichao Zhao、Xiaojing Bi、Enxue Shi、Junhua Xiao

  DOI：10.1039/d2ra02908a

  日期：——

  highly stereo- and regioselective hydrophosphorylation of terminal alkynes to E-alkenylphosphorus compounds was well developed. It represents a general and practical hydrophosphorylation method, of which diarylphosphine oxide, dialkylphosphine oxide and dialkyl phosphite all had effective P(O)H parts to react with different types of terminal alkynes. Contrary to previous air-sensitive reports, all the reactions

  在这里，铜催化的末端炔烃到 E-烯基磷化合物的高度立体和区域选择性氢化磷酸化的协议得到了很好的发展。它代表了一种通用且实用的氢化磷酸化方法，其中二芳基氧化膦、二烷基氧化膦和亚磷酸二烷基酯均具有有效的P(O)H部分与不同类型的末端炔烃反应。与之前对空气敏感的报道相反，所有反应都在空气中进行。由于某些天然产物衍生物和市售除草剂的高立体选择性和区域选择性、良好的官能团耐受性、可扩展性和易于后期衍生化，这种方法非常有吸引力。更重要的是，
• 622. Esters containing phosphorus. Part XVIII. Esters of ethynylphosphonic acid
  作者：B. C. Saunders、P. Simpson

  DOI：10.1039/jr9630003351

  日期：——