3-Chlor-3-(4-iodphenyl)-acrolein | 55404-82-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 3-Chlor-3-(4-iodphenyl)-acrolein
• 英文别名: 3-Chloro-3-(4-iodophenyl)prop-2-enal
• CAS: 55404-82-5
• 化学式: C₉H₆ClIO
• 分子量: 292.504
• InChiKey: DTYZDNZSCHLPHY-UHFFFAOYSA-N

物化性质

• 沸点：
  345.9±37.0 °C(Predicted)
• 密度：
  1.777±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-Chlor-3-(4-iodphenyl)-acrolein 在 Grubbs catalyst first generation 、 四(三苯基膦)钯 、 水 、 sodium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲苯 为溶剂， 反应 42.0h， 生成 4,4''''-dimethoxy-1,1':2',1'';4''',1''''-quinquephenyl-4'',5''-dicarboxylic acid
  参考文献：
  名称：

  Synthesis of Biaryl Derivatives by Using Ruthenium-Mediated [2+2+2] Cyclotrimerization and Suzuki-Miyaura Cross-Coupling as Key Steps

  摘要：

  功能化的二芳基衍生物是通过应用[2+2+2]环三聚反应，借助Grubbs第一代催化剂（G-I）制备的。三聚产物随后进行了铃木-宫浦交叉偶联反应，以生成高度功能化的二芳基衍生物。

  DOI：

  10.1055/s-0030-1260009
• 作为产物：
  描述：

  4-碘代苯乙酮 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 以76%的产率得到3-Chlor-3-(4-iodphenyl)-acrolein
  参考文献：
  名称：

  Synthesis of Biaryl Derivatives by Using Ruthenium-Mediated [2+2+2] Cyclotrimerization and Suzuki-Miyaura Cross-Coupling as Key Steps

  摘要：

  功能化的二芳基衍生物是通过应用[2+2+2]环三聚反应，借助Grubbs第一代催化剂（G-I）制备的。三聚产物随后进行了铃木-宫浦交叉偶联反应，以生成高度功能化的二芳基衍生物。

  DOI：

  10.1055/s-0030-1260009

文献信息

• Schneider,P. et al., Journal fur praktische Chemie (Leipzig 1954), 1974, vol. 316, p. 1002 - 1012
  作者：Schneider,P. et al.

  DOI：——

  日期：——
• [EN] PROCESS FOR THE PRODUCTION OF ANTITUMOUR PHARMACEUTICAL COMPOSITIONS USING PUSH-PULL BUTADIENES, COMPOUNDS AND USES THEREOF<br/>[FR] PROCÉDÉ D'OBTENTION DE COMPOSITIONS PHARMACEUTIQUES ANTITUMORALES AU MOYEN DE BUTADIÈNES PUSH-PULL, COMPOSÉS ET LEURS UTILISATIONS<br/>[PT] PROCESSO PARA OBTENÇÃO DE COMPOSIÇÕES FARMACÊUTICAS ANTITUMORAIS ATRAVÉS DE BUTADIENOS PUSH-PULL, COMPOSTOS E SEUS USOS
  申请人：ANHANGUERA EDUCACIONAL PARTICIPACOES S/A

  公开号：WO2021077194A1

  公开（公告）日：2021-04-29

  A presente invenção relata a obtenção de compostos carbonílicos e derivados, através de sínteses com alto rendimento e pureza, proporcionando princípios ativos antitumorais com propriedades antiproliferativas seletivas e atividade antimetastática. A presente invenção refere-se ao desenvolvimento de novos butadienos push-pull polifuncionais e seus derivados O e C-prenilados, benzoilados e iodados, com alta conjugação eletrônica na cadeia lateral. Estes compostos exibem alta seletividade antitumoral, provocando a morte celular por apoptose, mostram também propriedades antimetastáticas e não mutagênicas nos estudos experimentais realizados.
• PROCESS FOR THE PRODUCTION OF ANTITUMOUR PHARMACEUTICAL COMPOSITIONS USING PUSH-PULL BUTADIENES, COMPOUNDS AND USES THEREOF
  申请人：ANHANGUERA EDUCACIONAL PARTICIPAÇÕES S/A

  公开号：US20230130823A1

  公开（公告）日：2023-04-27

  The present invention reports the obtaining of carbonyl compounds and derivatives, through syntheses with high yield and purity, providing anti-humoral active principles with selective antiproliferative properties and anti-metastatic activity. The present invention refers to the development of new polyfunctional push-pull butadienes and their O and C-prenylated, benzoylated and iodide derivatives, with high electronic conjugation in the lateral chain. These compounds exhibit high anti-tumor selectivity, causing cell death by apoptosis, also show anti-metastatic and non-mutagenic properties in the experimental studies performed.
• Synthesis of Biaryl Derivatives by Using Ruthenium-Mediated [2+2+2] Cyclotrimerization and Suzuki-Miyaura Cross-Coupling as Key Steps
  作者：Sambasivarao Kotha、Vittal Seema、Shaikh Mobin

  DOI：10.1055/s-0030-1260009

  日期：2011.5

  Functionalized biaryl derivatives have been prepared by applying [2+2+2] cyclotrimerization with the aid of Grubbs’ first-generation catalyst (G-I). The trimerized products were subjected to the Suzuki-Miyaura cross-coupling reaction sequence to generate highly functionalized biaryl derivatives.

  功能化的二芳基衍生物是通过应用[2+2+2]环三聚反应，借助Grubbs第一代催化剂（G-I）制备的。三聚产物随后进行了铃木-宫浦交叉偶联反应，以生成高度功能化的二芳基衍生物。