1,4-bis(2-chloro-3,6-dioxocyclohexa-1,4-dienyloxy)-2,6-dichlorobenzene | 146352-84-3

• 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: 1,4-bis(2-chloro-3,6-dioxocyclohexa-1,4-dienyloxy)-2,6-dichlorobenzene
• 英文别名: 2-Chloro-3-[2,3-dichloro-4-(2-chloro-3,6-dioxocyclohexa-1,4-dien-1-yl)oxyphenoxy]cyclohexa-2,5-diene-1,4-dione
• CAS: 146352-84-3
• 化学式: C₁₈H₆Cl₄O₆
• 分子量: 460.054
• InChiKey: WWLKJJARODMDKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3-二氯-1,4-苯醌 在 叔丁基二甲胺 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以65%的产率得到1,4-bis(2-chloro-3,6-dioxocyclohexa-1,4-dienyloxy)-2,6-dichlorobenzene
  参考文献：
  名称：

  A novel photoinduced self-substitution reaction of dichloro-1,4-benzoquinones in the presence of certain aliphatic tertiary amines

  摘要：

  A series of novel compounds has been obtained from the photoinduced self-substitution reactions of 2,5-, 2,6- and 2,3-dichloro-1,4-benzoquinones in the presence of certain hindered N,N-dimethylalkylamines, i.e. N,N-dimethyl-tert-butylamine, N,N-dimethyl-4-phenylbicyclo[2.2.2]-1-octylamine, N,N-dimethyl-1-methylcyclohexylamine, and N,N-dimethylcyclohexylamine. The main products were dimer 4a, trimer 5a and pentamer 6 from 2,5-dichloro-1,4-benzoquinone, dimers 4b and 4c and trimer 5b from 2,6-dichloro-1,4-benzoquinone, and trimer 5c from 2,3-dichloro-1,4-benzoquinone respectively. A mechanism involving photoinduced electron transfer from the amine to the dichlorobenzoquinone (Q) as the initial step is proposed for the reaction on the basis of photo-CIDNP and electrochemical experiments.

  DOI：

  10.1039/p29920001919