(1E)-(2-phenylethenyl)phosphonic bis(diethylamide) | 105798-50-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1E)-(2-phenylethenyl)phosphonic bis(diethylamide)
• 英文别名: bis(diethylamido) (E)-(2-phenylethenyl)phosphonate；trans-styrylphosphonic acid bis-diethylamide；trans-Styrylphosphonsaeure-bis-diaethylamid；N-[diethylamino-[(E)-2-phenylethenyl]phosphoryl]-N-ethylethanamine
• CAS: 105798-50-3
• 化学式: C₁₆H₂₇N₂OP
• 分子量: 294.377
• InChiKey: CXCAWVCTEZQGTK-CCEZHUSRSA-N

物化性质

• 熔点：
  103.5 °C
• 沸点：
  390.5±35.0 °C(Predicted)
• 密度：
  1.034±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  双(二乙基氨基)氯膦 在 四氯化碳 作用下， 以 乙醚 为溶剂， 反应 15.5h， 生成 (1E)-(2-phenylethenyl)phosphonic bis(diethylamide)
  参考文献：
  名称：

  C-甲硅烷基-P-氯亚烷基正膦与羰基化合物的反应

  摘要：

  图形摘要摘要 P-氯酰化物与羰基化合物的反应导致形成四元磷杂环——2λ5-氯-2,2-氧杂膦烷。2-氯-2,2-氧杂膦烷取决于α-原子碳上的取代基R，重排形成2-氯烷基膦酸酯（R = H、Alk、Ar）或消除三甲基氯硅烷（R = Me3Si）转化为反式-磷酸化烯烃。

  DOI：

  10.1080/10426507.2015.1054932

文献信息

• Synthesis and Properties of Four-Membered Phosphorus Heterocycles-2-Fluoro-1,2λ⁵-Oxaphosphetanes
  作者：Anastasia O. Kolodiazhna、Oleg I. Kolodiazhnyi

  DOI：10.1080/10426507.2015.1054485

  日期：2015.12.2

  GRAPHICAL ABSTRACT Abstract The preparation of four-membered phosphorus(V)-heterocycles, 2-fluoro-1,2λ5-oxaphosphetanes, by reaction of P-fluoroylides with carbonyl compounds is described. The reaction is stereoselective and leads preferentially to the formation of threo-1,2λ5-oxaphosphetanes. Oxaphosphetanes were isolated as individual compounds and their structures were confirmed by 1Н, 13C, and

  图形摘要 摘要 描述了通过 P-氟代与羰基化合物反应制备四元磷 (V)-杂环、2-氟-1,2λ5-氧杂膦烷。该反应是立体选择性的，并优先导致形成 threo-1,2λ5-oxaphosphetanes。Oxaphosphetanes 作为单独的化合物被分离出来，它们的结构通过 1Н、13C 和 31Р NMR 光谱证实。氟-1,2λ5-氧杂膦可以很容易地转化为各种链烯基膦酸酯：烯丙基或乙烯基膦酸酯。该反应是制备磷酸化烯烃的好方法。
• A new synthesis of π-electron conjugated phosphonates and phosphonic bis(diethylamides) and their SHG activities
  作者：Takuji Ogawa、Naoya Usuki、Noboru Ono

  DOI：10.1039/a709082j

  日期：——

  A series of vinylic and arylic phosphonates and phosphonic bis(diethylamides) were prepared by copper promoted substitution of the corresponding bromides. These π-electron conjugated phosphonates and phosphonic bis(diethylamides) were investigated to elucidate their optical and second harmonic generation (SHG) properties; it was found that diphenyl 2-(4-dimethylaminophenyl)ethenylphosphonate exhibited strong SHG activity, the efficiency being 13 times greater than that of urea.

  通过铜催化的相应溴化物的取代反应，制备了一系列乙烯基和芳基膦酸盐及双（二乙基酰胺）膦酸。研究了这些共轭的磷酸盐和双（二乙基酰胺）膦酸的光学性质和二次谐波产生（SHG）特性；发现二苯基2-（4-二甲氨基苯基）乙烯基膦酸盐具有强烈的SHG活性，效率比尿素高13倍。
• Kolodyazhnyi, O. I.; Golokhov, D. B., Journal of general chemistry of the USSR, 1989, vol. 59, # 21, p. 252 - 264
  作者：Kolodyazhnyi, O. I.、Golokhov, D. B.

  DOI：——

  日期：——
• Kolodyazhnyi, O. I.; Golokhov, D. B.; Kukhar, V. I., Journal of general chemistry of the USSR, 1986, vol. 56, p. 909 - 913
  作者：Kolodyazhnyi, O. I.、Golokhov, D. B.、Kukhar, V. I.

  DOI：——

  日期：——
• A new approach towards synthesis of phosphorylated alkenes
  作者：O. I. Kolodyazhnii、A. O. Kolodyazhnaya

  DOI：10.1134/s1070363215020024

  日期：2015.2

  New method of synthesis of trans-vinylphosphonates via reaction of trimethylsilyl(methyl)phosphonites with carbonyl compounds in the presence of carbon tetrachloride has been developed. The reaction involves formation of C-trimethylsilyl substituted ylides and 2-chloro-1,2 lambda(5)-oxaphosphetanes as intermediates.