[1-(3-bromophenyl)-2,2-dicyanoethyl]phosphonic acid diethyl ester | 1243691-61-3

• 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: [1-(3-bromophenyl)-2,2-dicyanoethyl]phosphonic acid diethyl ester
• 英文别名: 2-[(3-Bromophenyl)-diethoxyphosphorylmethyl]propanedinitrile；2-[(3-bromophenyl)-diethoxyphosphorylmethyl]propanedinitrile
• CAS: 1243691-61-3
• 化学式: C₁₄H₁₆BrN₂O₃P
• 分子量: 371.17
• InChiKey: BCNZJLKMAOFXHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  83.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (3-溴苯亚甲基)丙二腈 、 亚磷酸二乙酯 在 mercapto-functionalized silica-coated nano γ-Fe₂O₃-pyridine 作用下， 以 neat (no solvent) 为溶剂， 反应 1.5h， 以93%的产率得到[1-(3-bromophenyl)-2,2-dicyanoethyl]phosphonic acid diethyl ester
  参考文献：
  名称：

  磷迈克尔加成的亚磷酸二乙酯，以α，通过纳米γ -铁催化的β不饱和丙二酸酯2 ö 3基于吡啶催化剂作为新的磁可回收异构有机碱

  摘要：

  纳米了γ-Fe 2 ö 3基于吡啶催化剂作为新的磁可回收异构有机碱的合成。合成的无味吡啶基催化剂被用作通过亚磷酸二乙酯与α，β-不饱和丙二酸酯反应有效合成β-膦酰基丙二酸酯的新催化剂。容易通过磁力棒将催化剂从反应混合物中分离出来，并重复使用至少10次，而活性没有明显降低。

  DOI：

  10.1016/j.apcata.2013.01.009

文献信息

• HClO4-SiO2 as a Novel and Recyclable Catalyst for the Phospha-Michael Addition of Phosphorous Nucleophiles to α,β-Unsaturated Malonates
  作者：Sara Sobhani、Soodabeh Rezazadeh

  DOI：10.1055/s-0029-1220069

  日期：2010.6

  An efficient synthesis of β-phosphono malonates via phospha-Michael addition of phosphorous nucleophiles to α,β-unsaturated malonates in the presence of HClO4-SiO2 as a new and ­recyclable catalyst is described.

  描述了一种高效合成β-膦酸丙二酸酯的方法，通过在HClO4-SiO2这一新型且可回收催化剂的存在下，利用磷亲核试剂对α,β-不饱和丙二酸酯进行膦-迈克尔加成反应。
• Lanthanum(<scp>iii</scp>) triflate supported on nanomagnetic γ-Fe₂O₃: a new magnetically recyclable heterogeneous Lewis acid for the one-pot synthesis of β-phosphonomalonates
  作者：Sara Sobhani、Zahra Pakdin-Parizi

  DOI：10.1039/c4ra00543k

  日期：——

  A new magnetically recyclable heterogeneous Lewis acid was synthesized and used for the one-pot synthesis of β-phosphonomalonates.

  一种新的可磁性回收的非均相路易斯酸被合成，并用于β-磷酸马隆酸酯的一锅合成。
• Nano n-propylsulfonated γ-Fe2O3 as magnetically recyclable heterogeneous catalyst for the efficient synthesis of β-phosphonomalonates
  作者：Sara Sobhani、Zahra Pakdin Parizi、Nasrin Razavi

  DOI：10.1016/j.apcata.2011.09.039

  日期：2011.12

  nanomagnetic iron oxide was synthesized directly through ring opening reaction of 1,3-propanesultone with nano magnetic γ-Fe2O3 and used as magnetically recyclable heterogeneous catalyst for the efficient one-pot synthesis of β-phosphonomalonates. The catalyst was easily isolated from the reaction mixture by magnetic decantation using an external magnet and reused at least five times without significant degradation

  纳米Ñ -propylsulfonated了γ-Fe 2 ö 3作为新的磺化的纳米磁性氧化铁纳米磁性直接合成通过1,3-丙磺酸内酯的开环反应了γ-Fe 2 ö 3和用作磁可回收的非均相催化剂为高效一个锅合成β-膦酰基膦酸酯。通过使用外部磁体的磁倾析，容易地从反应混合物中分离出催化剂，并重复使用至少五次而活性没有明显降低。
• An eco-friendly procedure for one-pot synthesis of β-phosphonomalonates: micellar solution of sodium stearate catalyzes tandem Knoevenagel–phospha-Michael reaction of aldehydes, malonitrile, and phosphites in aqueous media
  作者：Sara Sobhani、Zahra Pakdin Parizi

  DOI：10.1016/j.tet.2011.03.014

  日期：2011.5

  A new, one-pot convenient method for the synthesis of a variety of β-phosphonomalonates by a tandem Knoevenagel–phospha-Michael reaction of phosphite esters with aryl/heteroaryl/alkyl aldehydes and malonitrile in an aqueous micellar solution of sodium stearate is described. This method offers several advantages, such as using a cheap and environmentally benign reaction media, low loadings of sodium

  描述了一种在硬脂酸钠胶束水溶液中通过亚磷酸酯与芳基/杂芳基/烷基醛和丙二酸的串联Knoevenagel-phospha-Michael反应来合成各种β-膦酰基丙酸酯的简便方法。该方法具有许多优点，例如使用便宜且对环境无害的反应介质，低负荷的硬脂酸钠作为催化剂，并提供了良好的收率。
• Piperidine and Piperazine Immobilized on Iron Oxide Nanoparticles as Magnetically Recyclable Heterogeneous Catalysts for One-Pot Synthesis of β-Phosphonomalonates
  作者：Sara Sobhani、Maryam Sadat Ghasemzadeh、Moones Honarmand

  DOI：10.1007/s10562-014-1297-2

  日期：2014.9

  of chloro-functionalized γ-Fe2O3@SiO2 with piperidine and piperazine, respectively. The resulting bases were employed as magnetically recyclable heterogeneous catalysts for the efficient one-pot three-component synthesis of β-phosphonomalonates. The catalysts were easily separated from the reaction mixture by using a magnet and recycled for five times without significant loss of the catalytic activity

  通过氯官能化的γ-Fe2O3@SiO2分别与哌啶和哌嗪反应，合成了固定在二氧化硅包覆的γ-Fe2O3磁性纳米颗粒上的哌啶和哌嗪作为新型载体。所得碱用作可磁性回收的多相催化剂，用于高效一锅三组分合成β-膦酰基丙二酸酯。使用磁铁可以很容易地将催化剂从反应混合物中分离出来，并循环使用 5 次，催化活性没有显着损失。