2-(3,5-dichlorophenoxy)benzaldehyde | 1153550-23-2

• 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-(3,5-dichlorophenoxy)benzaldehyde
• CAS: 1153550-23-2
• 化学式: C₁₃H₈Cl₂O₂
• mdl: MFCD12093664
• 分子量: 267.111
• InChiKey: AYUDUXSMMBFRCO-UHFFFAOYSA-N

物化性质

• 沸点：
  360.6±42.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3,5-dichlorophenoxy)benzaldehyde 在 sodium tetrahydroborate 、 氢溴酸 、 异丙醇 作用下， 以 水 为溶剂， 反应 0.5h， 生成 [2-(3,5-Dichlorophenoxy)phenyl]methyl carbamimidothioate
  参考文献：
  名称：

  Wake-promoting agents: Search for next generation modafinil: Part IV

  摘要：

  In search of a next generation molecule to the novel wake promoting agent modafinil, a series of diphenyl ether derived wakefulness enhancing agents (in rat) was developed. From this work, racemic compound 16 was separated into its chiral enantiomers to profile them individually. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.05.038
• 作为产物：
  描述：

  3,5-二氯苯酚 、 2-氟苯甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 3.0h， 以83%的产率得到2-(3,5-dichlorophenoxy)benzaldehyde
  参考文献：
  名称：

  铑催化的芳氧基C的裂解将2-芳氧基苯甲醛重排为2-羟基二苯甲酮。O键

  摘要：

  混洗中丢失：通过铑催化的芳氧基CO和醛CH键的同时裂解，标题化合物发生了前所未有的重排（请参阅方案）。该反应容许各种催化反应性取代基的存在，例如芳基卤化物，腈和酯。

  DOI：

  10.1002/anie.201103599

文献信息

• Rearrangement of 2-Aryloxybenzaldehydes to 2-Hydroxybenzophenones by Rhodium-Catalyzed Cleavage of Aryloxy CO Bonds
  作者：Honghua Rao、Chao-Jun Li

  DOI：10.1002/anie.201103599

  日期：2011.9.12

  Lost in the shuffle: An unprecedented rearrangement of the title compounds proceeds by the simultaneous rhodium‐catalyzed cleavage of aryloxy CO and aldehyde CH bonds (see scheme). The reaction tolerates the presence of various catalytically reactive substituents such as aryl halides, nitrile, and esters.

  混洗中丢失：通过铑催化的芳氧基CO和醛CH键的同时裂解，标题化合物发生了前所未有的重排（请参阅方案）。该反应容许各种催化反应性取代基的存在，例如芳基卤化物，腈和酯。
• Rhodium-Catalyzed Xanthone Formation from 2-Aryloxybenzaldehydes via Cross-Dehydrogenative Coupling (CDC)
  作者：Ping Wang、Honghua Rao、Ruimao Hua、Chao-Jun Li

  DOI：10.1021/ol203381q

  日期：2012.2.3

  A concise and straightforward strategy to construct a xanthone skeleton via an intramolecular cross-dehydrogenative coupling (CDC) of 2-aryloxybenzaldehydes has been developed. The reaction proceeded smoothly without any need of preactivation of the aldehyde group. It can tolerate various functional groups and provides an applicable protocol to construct a wide range of xanthone derivatives.
• Wake-promoting agents: Search for next generation modafinil: Part IV
  作者：Philippe Louvet、Dominique Schweizer、Marie-Edith Gourdel、Eric Riguet、Christoph Yue、Val R. Marcy、Yin Guo Lin、John Gruner、Brigitte Lesur、Edward R. Bacon、Sankar Chatterjee

  DOI：10.1016/j.ejmech.2012.05.038

  日期：2012.8

  In search of a next generation molecule to the novel wake promoting agent modafinil, a series of diphenyl ether derived wakefulness enhancing agents (in rat) was developed. From this work, racemic compound 16 was separated into its chiral enantiomers to profile them individually. (C) 2012 Elsevier Masson SAS. All rights reserved.