[1-(naphthalen-1-yl)-2,2-dicyanoethyl]phosphonic acid diethyl ester | 1351992-38-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [1-(naphthalen-1-yl)-2,2-dicyanoethyl]phosphonic acid diethyl ester
• 英文别名: diethyl 2,2-dicyano-1-(naphthalen-1-yl)ethylphosphonate；2-[[Diethoxy(oxido)phosphaniumyl]-naphthalen-1-ylmethyl]propanedinitrile；2-[[diethoxy(oxido)phosphaniumyl]-naphthalen-1-ylmethyl]propanedinitrile
• CAS: 1351992-38-5
• 化学式: C₁₈H₁₉N₂O₃P
• 分子量: 342.334
• InChiKey: GWAYPEOHJYYSQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  89.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-萘甲醛 、 丙二腈 、 亚磷酸三乙酯 在 乙醇 、 lithium perchlorate 作用下， 生成 [1-(naphthalen-1-yl)-2,2-dicyanoethyl]phosphonic acid diethyl ester
  参考文献：
  名称：

  Electrochemically induced an efficient, simple, non-catalytic synthesis of β-phosphonomalonates via multicomponent reaction

  摘要：

  DOI：

  10.56042/ijc.v62i8.478

文献信息

• A quaternary ammonium salt [H-dabco][AcO]: as a recyclable and highly efficient catalyst for the one-pot synthesis of β-phosphonomalonates
  作者：Ya-Qin Yu、Da-Zhen Xu

  DOI：10.1039/c5ra02743h

  日期：——

  A simple, green and highly efficient approach for the one-pot three-component synthesis of β-phosphonomalonates has been developed. In the presence of the quaternary ammonium salt catalysts, the β-phosphonomalonates were obtained in excellent yields within short times via tandem Knoevenagel–phospha-Michael reaction. The reaction of aldehydes/ketones, active methylene compounds, and diethyl phosphite

  已经开发出一种简单，绿色且高效的方法，用于一锅三组分合成β-膦酰基丙二酸酯。在季铵盐催化剂的存在下，通过Knoevenagel-phospha-Michael反应串联，可在短时间内以优异的产率获得β-膦酰基丙二酸酯。醛/酮，活性亚甲基化合物和亚磷酸二乙酯的反应在室温，无溶剂条件下进行。不需要柱纯化，并且可以通过简单的结晶纯化产物。催化剂可以容易地回收并重复使用几次，而不会显着降低活性。
• Heterogeneous reusable catalyst, ultrasound energy, and no solvent: a quick and green recipe for one-pot synthesis of β-phosphonomalononitriles at room temperature
  作者：Bashir Ahmad Dar、Nalini Pandey、Snehil Singh、R.K. Bamezai、Meena Sharma、Ram A. Vishwakarma、Baldev Singh

  DOI：10.1016/j.tetlet.2013.11.095

  日期：2014.1

  Clay-supported heteropolyacid catalyst has been prepared and investigated as a novel heterogeneous, reusable and efficient catalyst for the one-pot synthesis of beta-phosphonomalononitriles under ultrasound irradiation at room temperature. Compared with traditional methods, the present method is solvent-free, works under milder and cleaner conditions, furnishes products with higher purity and yields, needs shorter reaction time, easier work-up procedure, and generates less waste. No column purification is required and the products can be purified by simple crystallization. The catalyst can be easily recovered and reused several times without significant loss of its catalytic activity. The catalyst was characterized by scanning electron microscopy, X-ray powder diffraction, and thermal gravimetric, surface area, and elemental analyses. (C) 2013 Elsevier Ltd. All rights reserved.
• Efficient one-pot synthesis of β-phosphono malonates and 2-amino-4H-chromen-4-ylphosphonate derivatives by ethylenediamine diacetate-catalyzed three-component reactions
  作者：Srinivasa Rao Kolla、Yong Rok Lee

  DOI：10.1016/j.tet.2011.10.060

  日期：2012.1

  One-pot three-component reactions of arylaldehyde or salicylaldehyde with malononitrile (or ethyl-cyanoacetate) and triethyl phosphite are carried out in the presence of ethylenediamine diacetate (EDDA) as a catalyst for the synthesis of biologically interesting beta-phosphono malonates and 2-amino-4H-chromen-4-ylphosphonate derivatives. The value of this method lies in its mild reaction catalyst and conditions, good yields, and ease of handling. (C) 2011 Elsevier Ltd. All rights reserved.