diisopropyl 1-methyl-2-nitroethenephosphonate | 114220-14-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: diisopropyl 1-methyl-2-nitroethenephosphonate
• 英文别名: diisopropyl (1-methyl-2-nitrovinyl)phosphonate；diisopropyl 2-nitro-1-methylethenylphosphonate；diisopropyl 1-methyl-2-nitroethenylphosphonate；(E)-2-di(propan-2-yloxy)phosphoryl-1-nitroprop-1-ene
• CAS: 114220-14-3
• 化学式: C₉H₁₈NO₅P
• 分子量: 251.219
• InChiKey: CUZGIIMIRHLLSE-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  呋喃 、 diisopropyl 1-methyl-2-nitroethenephosphonate 以 乙醚 为溶剂， 反应 5.0h， 生成 diisopropyl 2-methyl-3-nitro-7-oxabicyclo[2.2.1]-5-hepten-2-ylphosphonate 、 diisopropyl 2-methyl-3-nitro-7-oxabicyclo[2.2.1]-5-hepten-2-ylphosphonate
  参考文献：
  名称：

  Specific Features of the Reaction of 2-Nitro- and 2-Bromo-2-Nitroethenylphosphonates with Furan

  摘要：

  对磷酸化的 2-硝基和 2-溴-2-硝基乙烯与呋喃反应的研究表明，2-硝基乙烯基膦酸双(2-氯乙基)酯与这种杂环的反应途径是二烯缩合，而 2-溴-2-硝基乙烯基膦酸双(2-氯乙基)酯的反应途径则有两种，一种是完全二烯合成并伴随芳香化，另一种是在呋喃的 C2 原子上发生亲电取代，随后部分脱氢卤化。

  DOI：

  10.1007/s11176-005-0504-7
• 作为产物：
  描述：

  diisopropyl (1-hydroxy-1-methyl-2-nitroethyl)phosphonate 在 吡啶 、 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 0.25h， 以59%的产率得到diisopropyl 1-methyl-2-nitroethenephosphonate
  参考文献：
  名称：

  Baranov, G. M.; Perekalin, V. V., Journal of general chemistry of the USSR, 1987, vol. 57, p. 699 - 704

  摘要：

  DOI：

文献信息

• Synthesis and structure of phosphorylated nitrocyclohexenes
  作者：V. M. Berestovitskaya、N. A. Anisimova、A. A. Kuzhaeva、G. A. Berkova、L. I. Deiko

  DOI：10.1134/s1070363207010045

  日期：2007.1

  Diene condensations of 2-nitro- and 2-bromo-2-nitroethenylphosplionates with 2,3-dimethyl-1,3-butadiene, as well as with 2,4-dihydro- and 3-methyl-2,4-dihydrothiophene 1,1-dioxides that generate 1,3-butadiene and isoprene under the reaction conditions were effected. (6-Nitrocyclohex-3-en-1-yl)phosphonates and their dehydrogenation and/or dehydrohalogenation products, namely nitrocyclohexadienyl- and nitrophenyl-phosphonates were prepared. The structure of the obtained compounds was proved by IR and H-1 and P-31 NMR spectroscopy, and independent synthesis.
• Synthesis and Structure of Phosphorylated Nitronorbornenes
  作者：V. M. Berestovitskaya、N. A. Anisimova、I. A. Litvinov、A. A. Kuzhaeva、G. A. Berkova、A. T. Gubaidullin、L. I. Deiko

  DOI：10.1023/b:rugc.0000031850.60693.3a

  日期：2004.4

  A procedure was suggested for preparing previously unknown phosphorylated nitronorbornenes from nitroethenephosphonates and cyclopentadienes. The structures of the products were studied by IR and H-1 and P-31 NMR spectroscopy. A single crystal X-ray diffraction study of bis(2-chloroethyl) 3-bromo-3-nitrobicyclo[2.2.1]-5-heptene-2-phosphonate showed that the steric arrangement of the bicyclic fragment is typical of norbornenes. It is the endo-(NO2) diastereomer in which Br and P(O)(OC2H4Cl)(2) substituents are eclipsed, and C-2-C-3 and C-3-NO2 bonds are noticeably elongated.
• BARANOV G. M.; PEREKALIN V. V., ZH. OBSHCH. XIMII, 57,(1987) N 4, 793-798
  作者：BARANOV G. M.、 PEREKALIN V. V.

  DOI：——

  日期：——