2-chloro-6-(3',5'-dimethylphenyl)benzaldehyde | 1364673-44-8

• 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: 2-chloro-6-(3',5'-dimethylphenyl)benzaldehyde
• 英文别名: 2-Chloro-6-(3,5-dimethylphenyl)benzaldehyde；2-chloro-6-(3,5-dimethylphenyl)benzaldehyde
• CAS: 1364673-44-8
• 化学式: C₁₅H₁₃ClO
• 分子量: 244.721
• InChiKey: HMSPVGMVRRMKPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  2-chloro-6-(3',5'-dimethylphenyl)benzaldehyde 、 3-甲酰基苯硼酸 在 palladium diacetate 、 caesium carbonate 、 1,3-双-(2,6-二异丙基苯基)咪唑鎓氯化物 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以80%的产率得到2-(3',5'-dimethylphenyl)-6-(3''-carboxaldehydophenyl)benzaldehyde
  参考文献：
  名称：

  Palladium-catalyzed site-selective arylation of symmetric dichlorobenzaldehyde to non-symmetric diaryl benzaldehyde via Suzuki coupling

  摘要：

  Arylation of 2,6-dichlorobenzaldehyde by aryl boronic acids via site-selective Suzuki coupling catalyzed by PdCl2 supported on 4 A molecular sieves produces 2-aryl-6-chlorobenzaldehyde which on subsequent coupling with a different aryl boronic acid in the presence of Pd(OAc)(2)-NHC ligand leads to non-symmetric diaryl benzaldehyde in good overall yield. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.014
• 作为产物：
  描述：

  2,6-二氯苯甲醛 、 3,5-二甲基苯硼酸 在 四丁基溴化铵 、 potassium carbonate 、 palladium dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以91%的产率得到2-chloro-6-(3',5'-dimethylphenyl)benzaldehyde
  参考文献：
  名称：

  Palladium-catalyzed site-selective arylation of symmetric dichlorobenzaldehyde to non-symmetric diaryl benzaldehyde via Suzuki coupling

  摘要：

  Arylation of 2,6-dichlorobenzaldehyde by aryl boronic acids via site-selective Suzuki coupling catalyzed by PdCl2 supported on 4 A molecular sieves produces 2-aryl-6-chlorobenzaldehyde which on subsequent coupling with a different aryl boronic acid in the presence of Pd(OAc)(2)-NHC ligand leads to non-symmetric diaryl benzaldehyde in good overall yield. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.014

文献信息

• Palladium-catalyzed site-selective arylation of symmetric dichlorobenzaldehyde to non-symmetric diaryl benzaldehyde via Suzuki coupling
  作者：Raju Dey、Brindaban C. Ranu

  DOI：10.1016/j.tetlet.2012.01.014

  日期：2012.3

  Arylation of 2,6-dichlorobenzaldehyde by aryl boronic acids via site-selective Suzuki coupling catalyzed by PdCl2 supported on 4 A molecular sieves produces 2-aryl-6-chlorobenzaldehyde which on subsequent coupling with a different aryl boronic acid in the presence of Pd(OAc)(2)-NHC ligand leads to non-symmetric diaryl benzaldehyde in good overall yield. (C) 2012 Elsevier Ltd. All rights reserved.