2-(2-chlorobenzylidene)malonic acid | 20851-50-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-(2-chlorobenzylidene)malonic acid
• 英文别名: (2-chloro-benzylidene)-malonic acid；(2-Chlor-benzyliden)-malonsaeure；2-Chlor-benzalmalonsaeure；o-chlorophenylmethylenemalonic acid；Propanedioic acid, [(2-chlorophenyl)methylene]-；2-[(2-chlorophenyl)methylidene]propanedioic acid
• CAS: 20851-50-7
• 化学式: C₁₀H₇ClO₄
• 分子量: 226.616
• InChiKey: AWICIAINVVRWQR-UHFFFAOYSA-N

物化性质

• 熔点：
  192 °C
• 沸点：
  417.7±35.0 °C(Predicted)
• 密度：
  1.531±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-chlorobenzylidene)malonic acid 生成 邻氯肉桂酸
  参考文献：
  名称：

  Stuart, Journal of the Chemical Society, 1888, vol. 53, p. 143

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯苯甲醛 、 4-甲氧基苯甲醛 在 aluminum oxide 作用下， 反应 0.08h， 以92%的产率得到2-(2-chlorobenzylidene)malonic acid
  参考文献：
  名称：

  丙二酸在碱性氧化铝上的微波增强 Knoevenagel 缩合

  摘要：

  摘要：通过微波辐射氧化铝可以实现丙二酸和醛的改进的 Knoevenagel 缩合。在很短的反应时间内以良好的收率制备了许多二酸。

  DOI：

  10.1080/00397919708005456

文献信息

• Solvent-free bentonite-catalyzed condensation of malonic acid and aromatic aldehydes under microwave irradiation
  作者：André Loupy、Suk-Jin Song、Sun-Mee Sohn、Young-Mee Lee、Tae-Woo Kwon

  DOI：10.1039/b009803p

  日期：——

  Solvent-free condensation between malonic acid and aromatic aldehydes is studied in the presence of bentonite. Various diacids are prepared in good to moderate yields and in very short reaction times under microwave irradiation.

  研究了在膨润土存在下，丙二酸与芳香醛之间的无溶剂缩合反应。在微波辐射条件下，通过非常短的反应时间制备出了各种二酸，产率从中等到良好不等。
• Synthesis of a new urea derivative: a dual-functional organocatalyst for Knoevenagel condensation in water
  作者：Wen-Jun Le、Hong-Fei Lu、Jun-Tao Zhou、He-Long Cheng、Yu-Hua Gao

  DOI：10.1016/j.tetlet.2013.07.116

  日期：2013.9

  A phenylalanine-urea compound-catalyzed Knoevenagel condensation in water is reported. Various aldehydes and active methylene compounds undergo condensation at room temperature to give the desired products in high yields. The mechanism of the condensation of aldehydes with Meldrum's acid catalyzed by the novel urea derivative is also disclosed. (C) 2013 Elsevier Ltd. All rights reserved.
• Knoevenagel Condensation Catalyzed by USY Zeolite
  作者：Q. L. Wang、YuDao Ma、BoJun Zuo

  DOI：10.1080/00397919708005458

  日期：1997.12

  The Knoevenagel condensation of substituted benzaldehydes with active methylene compounds was performed very efficiently by using a USY (ultrastable Y) zeolite as heterogeneous catalyst.
• Effect of Microwave Irradiation on Reaction of Arylaldehyde Derivatives with Some Active Methylene Compounds in Aqueous Media
  作者：Hassan Valizadeh、Manouchehr Mamaghani、Abed Badrian

  DOI：10.1081/scc-200050942

  日期：2005.3

  The effect of microwave irradiation on the condensation reactions of arylaldehydes 1 and active methylene compounds 2 in aqueous media was studied and compared with "classical" conditions. The results show that the condensation was carried out only under microwave irradiation in the presence of ammonium chloride as a catalyst, followed by dehydration, to afford (E)-olefins 3. The protocol was used to synthesize coumarins by a condensation reaction of salicylaldehyde or its derivatives with various derivatives of ethylacetate 5 (e.g., (RCH2CO2Et)-C-3; R-3: CO2Et, CO2Me, COMe, CN) in high yields. These investigations will contribute to the development of environmentally friendly and inexpensive processes in organic synthesis.
• Pandya; Pandya, Proceedings - Indian Academy of Sciences, Section A, 1941, vol. 14, p. 116 - 120
  作者：Pandya、Pandya

  DOI：——

  日期：——