diethyl (1,2-diphenylvinyl)phosphonate | 87763-18-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: diethyl (1,2-diphenylvinyl)phosphonate
• 英文别名: 1-(Diethoxyphosphoryl)-1,2-diphenylethene；Diethyl (1,2-diphenylethenyl)phosphonate；(2-diethoxyphosphoryl-2-phenylethenyl)benzene
• CAS: 87763-18-6
• 化学式: C₁₈H₂₁O₃P
• 分子量: 316.337
• InChiKey: MWSZRAXOVVBVQT-UHFFFAOYSA-N

物化性质

• 沸点：
  427.2±45.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯基膦酸二乙酯 在 正丁基锂 、 甲基锂 作用下， 以 甲苯 为溶剂， 反应 1.67h， 生成 diethyl (1,2-diphenylvinyl)phosphonate
  参考文献：
  名称：

  Synthesis and reactions of phosphoryl-substituted sulfines

  摘要：

  DOI：

  10.1021/jo00176a010

文献信息

• Hydrophosphonylation of Alkynes with Trialkyl Phosphites Catalyzed by Nickel
  作者：Rosa E. Islas、Juventino J. García

  DOI：10.1002/cctc.201700974

  日期：2017.11.9

  The use of simple and inexpensive NiCl2⋅6 H2O as a catalyst precursor for C−P bond formation in the presence of commercially available trialkyl phosphites (P(OR)3, R=Et, iPr, Bu, SiMe3) along with several alkynes is presented. Control experiments showed the in situ formation of (RO)2P(O)H as the species that undergo the addition into the C≡C bond at the alkynes to yield the product of P−H addition

  利用简单且廉价的NiCl的2 ⋅6ħ 2在市售的三烷基亚磷酸酯的存在O作为催化剂前体对C-P键的形成（P（OR）3，R =的Et，我镨，卜，森达3）以及几种炔烃。对照实验表明，原位形成（RO）2 P（O）H，是在炔烃中经过CROC键加成后生成PH加成物的物种。二苯乙炔与P（OEt）3，P（O i Pr）3和P（OSiMe 3）3的氢膦酰基化无需特定的溶剂或配体，即可以高收率（> 92％）进行合成。该方法可用于制备作为末端炔烃模型的苯乙炔和内部炔烃的有机膦酸酯，其收率范围从良好到中等。
• Reactions of ethyl phosphites with .beta.-nitrostyrenes. The role of nitrosoalkenes as intermediates
  作者：Glen A. Russell、Ching Fa Yao

  DOI：10.1021/jo00050a026

  日期：1992.11

  3-Phenyl-2-substituted-indoles are formed in high yields in the reaction of Ph2C=C(R)NO2 (R = H, Me, Ph) with (EtO)3P at 150-degrees-C while reaction with (EtO)2PO-/(EtO)2P(O)H at room temperature forms the aziridines 1 with R = H, Me, Ph. 2,2-Diphenyl-3-substituted-2H-azirines formed by deoxygenation of the Michael-type adducts are postulated as intermediates. Reactions of PhCH=C(R)NO2 (R = H, Me, Ph) with (EtO)3P at 150-degrees-C or (EtO)2PO-/(EtO)2P(O)H at room temperature give products resulting from the addition of the phosphorus nudeophile at the benzylidene carbon atom. Evidence for the formartion of cyclic structures with pentacoordinated phosphorus atoms is presented for the reaction of Ph2C=C(Me)NO2 with (EtO)2PO-/EtO)2P(O)H and for PhCH=C(R)NO2 (R = H, Me, Ph) with (EtO)3P. The Michael-type adducts PhCH[P(O)(OEt)2]CH(R)NO2 (R = Me, Ph) undergo reaction upon treatment with aqueous base at 80-100-degrees-C followed by acidification to yield the 3-(diethoxyphosphinyl)-2-R-N-hydroxyindoles. 4-(Diethoxyphosphinyl)-3-R-4H-1,2-benzoxazines (13, R = Me, Ph) are formed by reaction with 85% H2SO4 Of the adducts of PhCH=C(R)NO2 with (EtO)2PO (R = Me) or (EtO)3P (R = Ph).