Diethyl 1-cyanocyclopropanephosphonate | 108914-86-9

• 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
• 英文名称: Diethyl 1-cyanocyclopropanephosphonate
• 英文别名: 1-Diethoxyphosphoryl-cyclopropane-1-carbonitrile；1-diethoxyphosphorylcyclopropane-1-carbonitrile
• CAS: 108914-86-9
• 化学式: C₈H₁₄NO₃P
• 分子量: 203.178
• InChiKey: LHGVGWKCSFDHHM-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：
  5
• 环数：
  1.0
• 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：

  Diethyl 1-cyanocyclopropanephosphonate 在 镍 sodium hydroxide 、 氢气 作用下， 以 乙醇 为溶剂， 以94%的产率得到(1-Aminomethyl-cyclopropyl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  Nasser, Jamal; About-Jaudet, Elie; Collignon, Noel, Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 55, # 1-4, p. 137 - 146

  摘要：

  DOI：
• 作为产物：
  描述：

  氰甲基磷酸二乙酯 、 1,2-二溴乙烷 在 苄基三乙基氯化铵 作用下， 以 sodium hydroxide 为溶剂， 反应 1.0h， 以56%的产率得到Diethyl 1-cyanocyclopropanephosphonate
  参考文献：
  名称：

  Alkylation Studies; Part II¹: Bis-alkylation of Diethyl Cyanomethanephosphonate

  摘要：

  本文介绍了在离子对萃取条件下，氰基甲基膦酸二乙酯与烷基卤化物发生宝石级二烷基化反应的便捷高产方法。

  DOI：

  10.1055/s-1986-31768

文献信息

• Alkylation Studies; Part II¹: Bis-alkylation of Diethyl Cyanomethanephosphonate
  作者：Rajendra K. Singh

  DOI：10.1055/s-1986-31768

  日期：——

  A convenient high-yield method for the geminal dialkylation of diethyl cyanomethanephosphonate with alkyl halides under ion-pair extraction conditions is described.

  本文介绍了在离子对萃取条件下，氰基甲基膦酸二乙酯与烷基卤化物发生宝石级二烷基化反应的便捷高产方法。
• USE OF DERIVATIVES OF (1-CYANOCYCLOPROPYL)PHENYLPHOSPHINIC ACID, ESTERS THEREOF AND/OR SALTS THEREOF FOR ENHANCING TOLERANCE IN PLANTS TO ABIOTIC STRESS
  申请人：WILLMS Lothar

  公开号：US20110294664A1

  公开（公告）日：2011-12-01

  The invention relates to derivatives of (1-cyanocyclopropyl)phenylphosphinic acid of the formula (I) and to salts thereof, of the formula (II), for enhancing stress tolerance in plants to abiotic stress, preferably to drought stress, especially for enhancing plant growth and/or for increasing plant yield.

  本发明涉及公式(I)的(1-氰基环丙基)苯基膦酸衍生物及其盐，公式(II)，用于增强植物对非生物胁迫的耐受性，优选地对抗旱灾胁迫，特别是用于促进植物生长和/或增加植物产量。
• Cycloalkylation of compounds in the series of phosphorus-substituted derivatives of acetic acid
  作者：P. V. Kazakov、I. L. Odinets、A. P. Laretina、T. M. Shcherbina、P. V. Petrovskii、L. V. Kovalenko、T. A. Mastryukova

  DOI：10.1007/bf00961505

  日期：1990.8

  1-Phosphoryl-substituted cyclopropanes, cyclobutanes, and cyclopentanes were obtained by the reaction of phosphoryl-substituted esters and nitriles of acetic acid with alpha,omega-dihaloalkanes. The influence of the CH-acidity of the starting compounds and electrophilicity of the alkylating agent on the reaction rate was examined.
• Synthesis of thiophosphoryl-substituted derivatives of cycloalkanecarboxylic acids
  作者：P. V. Kazakov、I. L. Odinets、P. V. Petrovskii、L. V. Kovalenko、T. A. Mastryukova

  DOI：10.1007/bf00869520

  日期：1992.2

  The 1-thiophosphorylated esters and nitriles of cycloalkanecarboxylic acids were obtained both by the direct reaction of derivatives of thiophosphorylacetic acids with alpha,omega-dihalogenoalkanes in the K2CO3/DMSO heterophasic system, and as a result of the reaction of the corresponding oxygen compounds with the Louson reagent.
• KAZAKOV, P. V.;ODINETS, I. L.;LARETINA, A. P.;SHCHERBINA, T. M.;PETROVSKI+, IZV. AN CCCP. CEP. XIM.,(1990) N, S. 1873-1880
  作者：KAZAKOV, P. V.、ODINETS, I. L.、LARETINA, A. P.、SHCHERBINA, T. M.、PETROVSKI+

  DOI：——

  日期：——