(2-methyl-4-oxopent-2-yl)diethylphosphine oxide | 15090-36-5

• 分子结构分类: 有机化合物 - 有机磷化合物 - 有机膦及其衍生物
• 英文名称: (2-methyl-4-oxopent-2-yl)diethylphosphine oxide
• 英文别名: diethyl(2-methyl-4-oxopent-2-yl)phosphine oxide；diethyl(2-methyl-4-oxopent-2-yl)phosphineoxide；4-(diethylphosphinyl)-4-methyl-2-pentanone；1-Diethylphosphinoyl-1,1-dimethyl-butanon-(3)；4-(Diethylphosphoryl)-4-methylpentan-2-one；4-diethylphosphoryl-4-methylpentan-2-one
• CAS: 15090-36-5
• 化学式: C₁₀H₂₁O₂P
• 分子量: 204.249
• InChiKey: BDKFDATZRFWSOF-UHFFFAOYSA-N

物化性质

• 沸点：
  116-119 °C(Press: 0.07 Torr)
• 密度：
  1.0330 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-methyl-4-oxopent-2-yl)diethylphosphine oxide 在 盐酸羟胺 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以82%的产率得到diethyl(4-hydroxyimino-2-methylpent-2-yl)phosphine oxide
  参考文献：
  名称：

  Dimephosphone analogs: II. Dialkyl(diaryl)-(2-methyl-4-oxopent-2-yl)phosphine oxide oximes: Synthesis, structure, and generation of iminoxyl radicals

  摘要：

  Dialkyl(diaryl)-(2-methyl-4-oxopent-2-yl)phosphine oxide oximes have been synthesized for the first time. According to the X-ray diffraction data, these compounds in crystal exist as a single E isomer. Their structure in solution and the E/Z isomer ratio were determined by H-1 and C-13 NMR spectroscopy.

  DOI：

  10.1134/s107036321405020x
• 作为产物：
  描述：

  在 乙醇 作用下， 生成 (2-methyl-4-oxopent-2-yl)diethylphosphine oxide
  参考文献：
  名称：

  Nurtdinov, S. Kh.; Kashirskaya, I. M.; Ismagilova, N. M., Journal of general chemistry of the USSR, 1980, vol. 50, # 6, p. 1049 - 1052

  摘要：

  DOI：

文献信息

• Synthesis of new 2-[2-(dialkyl(diaryl)-phosphoryl)-2-methylpropyl]quinoline-4-carboxylic acids
  作者：Dmitry A. Tatarinov、Viktoria I. Osipova、Andrei V. Bogdanov、Dmitry B. Krivolapov、Alexandra D. Voloshina、Vladimir F. Mironov

  DOI：10.1007/s10593-015-1761-y

  日期：2015.8

  A Pfitzinger reaction of isatin with 2-methyl-(4-oxopent-2-yl)dialkyl(diphenyl)phosphine oxides was used to synthesize new derivatives of 4-quinolinecarboxylic acids, containing a phosphine oxide fragment, and screening for antimicrobial activity was performed.

  靛红与2-甲基-（4-氧opent-2-基）二烷基（二苯基）膦氧化物的Pfitzinger反应用于合成含有膦氧化物片段的4-喹啉羧酸的新衍生物，并进行了抗菌活性的筛选。
• Dimephosphone analogs: a pharmacological aspect
  作者：V. F. Mironov、B. I. Buzykin、R. S. Garaev、D. A. Tatarinov、L. R. Kashapov、R. V. Chestnova、V. N. Nabiullin、A. V. Il´yasov、V. V. Zobova

  DOI：10.1007/s11172-014-0708-2

  日期：2014.9

  We studied some pharmacological properties of dimephosphone P—C and aza analogs, viz., dimethyl (2-methyl-4-oxopent-2-yl)phosphonate, which is one of the first organophosphorus drugs having no anticholinesterase activity. Replacement of two P—O—C fragments in dialkyl (2-methyl-4-oxopent-2-yl)phosphonates with the P—C ones on going to dialkyl-(2-methyl-4-oxopent-2-yl)phosphine oxides results in a dramatic

  我们研究了二甲磷酮 P-C 和氮杂类似物的一些药理特性，即（2-甲基-4-氧代戊-2-基）膦酸二甲酯，它是最早的没有抗胆碱酯酶活性的有机磷药物之一。将 (2-甲基-4-氧代戊-2-基)膦酸二烷基酯中的两个 P-O-C 片段替换为二烷基-(2-甲基-4-氧代戊-2-基)膦的 P-C 片段氧化物导致后者对温血动物的急性毒性显着降低。研究中的二甲基膦氮杂类似物和（γ-氧代烷基）氧化膦的毒性取决于引入的氮杂片段而不是氧原子的性质。发现二甲基膦吡啶基腙表现出高抗炎活性，这增加了人们对这类化合物作为有前途的抑结核剂的兴趣。
• New synthesis of phosphine oxides bearing a 2-methyl-4-oxopent-2-yl substituent
  作者：Dmitry A. Tatarinov、Vladimir F. Mironov、Tamara A. Baronova、Anton A. Kostin、Dmitry B. Krivolapov、Boris I. Buzykin、Igor A. Litvinov

  DOI：10.1016/j.mencom.2010.03.007

  日期：2010.3

  A new approach to the synthesis of substituted phosphine oxides bearing an oxo group at the gamma-position to the phosphorus atom was developed.
• Nurtdinov,S.Kh. et al., Journal of general chemistry of the USSR, 1967, vol. 37, p. 648 - 651
  作者：Nurtdinov,S.Kh. et al.

  DOI：——

  日期：——
• Pfitzinger reaction of dialkyl(aryl)(2-methyl-4-oxopent-2-yl)phosphine oxides
  作者：D. A. Tatarinov、A. V. Bogdanov、B. I. Buzykin、V. F. Mironov

  DOI：10.1134/s1070428014040137

  日期：2014.4

  New phosphorus-containing derivatives of quinoline-4-carboxylic acid were synthesized by the Pfitzinger reaction from isatin and dialkyl(aryl)(2-methyl-4-oxopent-2-yl)phosphine oxides.