2,5-Dichloro-(4-phenoxyphenylmethoxy)phenol

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,5-Dichloro-(4-phenoxyphenylmethoxy)phenol
• 英文别名: 2,5-Dichloro-4-[phenoxy(phenyl)methoxy]phenol
• 化学式: C₁₉H₁₄Cl₂O₃
• 分子量: 361.224
• InChiKey: BQOIQBUVZPPZSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-二氯-1,4-苯醌 、 (benzyloxy)benzene 在 二苄胺 作用下， 以 苯 为溶剂， 反应 24.0h， 生成 苯甲醛 、 2,5-Dichloro-(4-phenoxyphenylmethoxy)phenol 、 苯酚
  参考文献：
  名称：

  Adduct Formation in the Photoreactions of Benzylic Ethers with Quinones

  摘要：

  Irradiation of 1,4-benzoquinone (BQ) in the presence of a series of benzylic ethers results in an adduct composed of one molecule of quinone and one molecule of the ether. In addition to the formation of this adduct, cleavage of the benzylic ether to the corresponding aldehyde and alcohol was observed. The amount of adduct formed was dr amatically increased when the reaction was conducted in benzene. This is in contrast to the results of irradiation with 2,3-dichloro-5,6-dicyanoquinone (DDQ) where no adduct was isolable and only bond cleavage was observed. The major product of 2,5-dichloroquinone (DCQ) irradiation was bond cleavage of the benzylic ethers, but a small amount of adduct was observed as a reaction product. The formation of adducts in these quinone irradiations can be explained by the slower rate of adduct hydrolysis by lower potential quinones.

  DOI：

  10.1021/jo00090a022

文献信息

• Adduct Formation in the Photoreactions of Benzylic Ethers with Quinones
  作者：John H. Penn、Chen Zhu、Dao-Li Deng、Jeffrey L. Petersen

  DOI：10.1021/jo00090a022

  日期：1994.6

  Irradiation of 1,4-benzoquinone (BQ) in the presence of a series of benzylic ethers results in an adduct composed of one molecule of quinone and one molecule of the ether. In addition to the formation of this adduct, cleavage of the benzylic ether to the corresponding aldehyde and alcohol was observed. The amount of adduct formed was dr amatically increased when the reaction was conducted in benzene. This is in contrast to the results of irradiation with 2,3-dichloro-5,6-dicyanoquinone (DDQ) where no adduct was isolable and only bond cleavage was observed. The major product of 2,5-dichloroquinone (DCQ) irradiation was bond cleavage of the benzylic ethers, but a small amount of adduct was observed as a reaction product. The formation of adducts in these quinone irradiations can be explained by the slower rate of adduct hydrolysis by lower potential quinones.