2-[乙氧基(甲基)磷酰基]乙腈 | 118327-71-2

• 分子结构分类: 有机化合物 - 有机磷化合物
• 中文名称: 2-[乙氧基(甲基)磷酰基]乙腈
• 英文名称: (Cyanomethyl)(methyl)phosphinsaeure-ethylester
• 英文别名: O-ethyl methyl(cyanomethyl)phosphinate；ethyl cyanomethyl-methylphosphinate；Ethyl (cyanomethyl)methylphosphinate；2-[ethoxy(methyl)phosphoryl]acetonitrile
• CAS: 118327-71-2
• 化学式: C₅H₁₀NO₂P
• 分子量: 147.114
• InChiKey: GUZLXOPGBKIZDI-UHFFFAOYSA-N

物化性质

• 沸点：
  118-119 °C(Press: 0.4 Torr)
• 密度：
  1.1317 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[乙氧基(甲基)磷酰基]乙腈 在 sodium hydride 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 (E)-<(Cyano)(oxazolidin-2-yliden)methyl>(methyl)phosphinsaeure-ethylester
  参考文献：
  名称：

  [（1,3-Dioxolan-2-yliden）methyl]膦酸盐和次膦酸盐als（einfache）合成异环酮中的合成†

  摘要：

  [（1,3-二氧杂戊-2-亚基）甲基]膦酸酯和-次膦酸酯在杂环合成中作为[简单]合成子

  DOI：

  10.1002/hlca.19920750109
• 作为产物：
  描述：

  在 9-苯基芴 作用下， 以 二甲基亚砜 为溶剂， 生成 2-[乙氧基(甲基)磷酰基]乙腈
  参考文献：
  名称：

  Matveeva, A. G.; Odinets, I. L.; Artyushin, O. I., Russian Journal of General Chemistry, 1994, vol. 64, # 12.1, p. 1735 - 1737

  摘要：

  DOI：

文献信息

• Cyanomethyl acid halides of phosphorus and process for their preparation
  申请人：Hoechst Akteingesellschaft

  公开号：US04904813A1

  公开（公告）日：1990-02-27

  The invention relates to compounds of the general formula ##STR1## in which R.sup.1 represents Hal or C.sub.1 -C.sub.3 -alkyl and Hal reprsents a halogen having an atomic weight of 35 to 80. The invention also relates to a process for the preparation of such compounds by reacting a compound of the general formula II ##STR2## in which R.sup.2 represents C.sub.1 -C.sub.3 -alkyl or OR.sup.3 and R.sup.3 represents C.sub.1 -C.sub.8 -alkyl, preferably C.sub.1 -C.sub.3 alkyl, with an acid chloride of the formula MHaL.sub.2 (III), in which M represents SO, CO or PHal.sub.3 and Hal represents a halogen having an atomic weight from 35 to 80, and in which the reaction, if M is Co, is carried out in the presence of a catalyst which is customary for the phosgenation of diesters of phosphonic acid. Finally the invention relates to alkyl esters of cyanomethyl-methylphosphinic acid, i.e. to products of the formula II in which R.sup.2 is a methyl group and R.sup.3 is an alkyl group of 1 to 6 carbon atoms.

  本发明涉及一般式为##STR1##的化合物，其中R.sup.1代表卤素或C.sub.1-C.sub.3烷基，Hal代表原子量为35至80的卤素。本发明还涉及通过将一般式为II的化合物##STR2##与式为MHaL.sub.2(III)的酸氯化物反应制备这种化合物的方法，其中R.sup.2代表C.sub.1-C.sub.3烷基或OR.sup.3，R.sup.3代表C.sub.1-C.sub.8烷基，优选为C.sub.1-C.sub.3烷基，M代表SO、CO或PHal.sub.3，Hal代表原子量为35至80的卤素，如果M为Co，则在磷酸二酯的光气化反应中常用的催化剂存在下进行反应。最后，本发明涉及氰甲基甲基膦酸酯的烷基酯，即式中R.sup.2为甲基基团，R.sup.3为1至6个碳原子的烷基团的产物。
• Odinets, I. L.; Artyushin, O. I.; Kalyanova, R. M., Russian Journal of General Chemistry, 1994, vol. 64, # 12.1, p. 1738 - 1744
  作者：Odinets, I. L.、Artyushin, O. I.、Kalyanova, R. M.、Antipin, M. Yu.、Lysenko, K. A.、et al.

  DOI：——

  日期：——
• ——
  作者：I. L. Odinets

  DOI：10.1023/a:1023906822755

  日期：——

  Under conditions of the phase transfer catalysis, acylation of (thio)phosphorylacetonitriles by (het)aroyl chlorides affords the Z-enol forms of C-acylation products in high yields. Their configurations were studied by IR spectroscopy, dipole moment measurements, and ab initio quantum-chemical calculations [B3LYP/6-31G(d)]. The C=C double bond and the phosphoryl or thiophosphoryl group have an s-cis arrangement. The possibility of strong intramolecular hydrogen bonding in these conformers is the governing factor responsible for the three-dimensional structures of the compounds under investigation. Derivatives of nicotinic acid existing in the individual form as zwitterions are the only exceptions.
• 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.
• 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：——