3-氰基丙基膦酸二乙酯 | 53253-67-1

• 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
• 中文名称: 3-氰基丙基膦酸二乙酯
• 英文名称: diethyl 3-cyanopropylphosphonate
• 英文别名: (3-cyano-propyl)-phosphonic acid diethyl ester；(3-Cyan-propyl)-phosphonsaeure-diaethylester；γ-Cyan-propylphosphonsaeure-diaethylester；γ-Phosphono-butyronitril-diaethylester；Diethyl-3-cyanopropylphosphonate；4-diethoxyphosphorylbutanenitrile
• CAS: 53253-67-1
• 化学式: C₈H₁₆NO₃P
• 分子量: 205.194
• InChiKey: WSRSAJMZQTVHFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-氰基丙基膦酸二乙酯 在 盐酸 作用下， 生成 4-膦酰基丁酸
  参考文献：
  名称：

  Nylen, Chemische Berichte, 1926, vol. 59, p. 1122

  摘要：

  DOI：
• 作为产物：
  描述：

  二甲基(氯甲基)丙烯酯 以39%的产率得到
  参考文献：
  名称：

  Balczewski Piotr, Mikolajczyk Marian, Synthesis, (1995) N 4, S 392-396

  摘要：

  DOI：

文献信息

• Metal Oxide Nanoparticles Coated With Specific N-Acylaminomethylene Phosphonates
  申请人：Ohrlein Reinhold

  公开号：US20090123507A1

  公开（公告）日：2009-05-14

  The present invention relates to new metal oxide nanoparticles coated with specific phosphonates, to the use of these nanoparticles as antimicrobials, especially in the home and personal care areas, to the production of such nanoparticles as well as to the new phosphonates and the corresponding process of production.

  本发明涉及涂有特定膦酸酯的新金属氧化物纳米颗粒，以及将这些纳米颗粒用作抗微生物剂，特别是在家庭和个人护理领域的用途，还涉及这种纳米颗粒的生产，以及新的膦酸酯和相应的生产工艺。
• ACTION DES ORGANOZINCIQUES SUR LES CYANOALKYLPHOS- PHONATES: METHODE GENERALE DE SYNTHESE DES β, γ ET δ-CETOPHOSPHONATES
  作者：Abdallah Harizi、Béchir Hajjem、Hédi Zantour、Belgacem Baccar

  DOI：10.1080/10426500008043648

  日期：2000.4.1

  Abstract In recent years phosphonylated ketones were considered as valuable intermediates in organic synthesis. In the present work we studied the reaction of cyanoalkylphosphonates 1 with organozinc compounds which led after hydrolysis to the corresponding phosphonylated ketones 2 and 3. The structure of these products was confirmed by IR and NMR (1H, 13C, 31P) spectroscopy.

  摘要 近年来，膦酰化酮被认为是有机合成中有价值的中间体。在目前的工作中，我们研究了氰基烷基膦酸酯 1 与有机锌化合物的反应，该反应在水解后生成相应的膦酰化酮 2 和 3。这些产物的结构由 IR 和 NMR（1H、13C、31P）光谱证实。
• Free Radical Reaction of α-Haloalkylphosphonates with Alkenes and Alkynes: A New Approach to Modified Phosphonates
  作者：Piotr Bałczewski、Marian Mikołajczyk

  DOI：10.1055/s-1995-3914

  日期：1995.4

  A new approach to the synthesis of phosphonates 3 functionalized in the α- and γ-phosphonate positions by alkyl, ethoxy, butoxy, acetoxy, acetyl and cyanide groups and allylphosphonate 6 is described. It is based on the radical reaction of α-halosubstituted phosphonates 1 (X=Cl, Br, I) with the terminally unsubstituted alkenes 2 (1-heptene, ethoxyethene, butoxyethene, acetoxyethene, acrylonitrile, methyl vinyl ketone) and alkyne 5 (hept-1-yne). The reaction involving the tin hydride method (Bu3SnH(AlBN) was more effective with alkenes than with alkynes (40-72% versus 20-30%). With electron-rich alkenes, chloro- and bromomethylphosphonates 1 (X=Cl, Br) gave higher yields than iodomethylphosphonate 1 (X=I). Diethyl methylphosphonate 4, as a reduction product of 1, accompanied 3 and 6 in the above reactions. The yield of 4 could be reduced by optimizing the reaction conditions.

  本文介绍了一种在δ-和δ-膦酸位置上由烷基、乙氧基、丁氧基、乙酰氧基、乙酰基和氰基官能化的膦酸盐 3 以及烯丙基膦酸盐 6 合成的新方法。它基于δ-半取代膦酸盐 1（X=Cl、Br、I）与末端未取代的烯 2（1-庚烯、乙氧基乙烯、丁氧基乙烯、乙酰氧基乙烯、丙烯腈、甲基乙烯基酮）和炔 5（庚-1-炔）的自由基反应。采用氢化锡法（Bu3SnH(AlBN)）进行的反应对烯烃比对炔烃更有效（分别为 40-72% 和 20-30%）。对于电子丰富的烯烃，氯甲基和溴甲基膦酸盐 1（X=Cl、Br）的产率高于碘甲基膦酸盐 1（X=I）。甲基膦酸二乙酯 4 作为 1 的还原产物，与 3 和 6 一起参与上述反应。通过优化反应条件，可以降低 4 的产率。
• Nonaqueous preparation of layered or amorphous organometallic inorganic
  申请人：Occidental Research Corporation

  公开号：US04299943A1

  公开（公告）日：1981-11-10

  A process for producing layered organometallic polymers having organo groups covalently bonded to pentavalent metal atoms. The pentavalent metal atoms are, in turn, covalently bonded through an oxygen linkage to tetravalent metal atoms. The layered organometallic compounds are produced by reacting a silyl diester of an organo-substituted pentavalent metal acid with at least one tetravalent metal ion.

  一种生产层状有机金属聚合物的过程，其中有机基团共价键结到五价金属原子上。五价金属原子通过氧键连接到四价金属原子。通过将有机取代的五价金属酸的硅酯二元与至少一种四价金属离子反应来制备层状有机金属化合物。
• RAPID AND EFFICIENT ARBUZOV REACTION UNDER MICROWAVE IRRADIATION
  作者：Didier Villemin、Fabrice Simeon、Hugues Decreus、Paul-Alain Jaffres

  DOI：10.1080/10426509808032465

  日期：1998.1

  Diethyl alkylphosphonates are efficiently and rapidly prepared in good yields (75-99%) from trialkylphosphates and alkyl halides under short microwaves irradiations.