tetrachloromuconic acid | 4033-87-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: tetrachloromuconic acid
• 英文别名: Tetrachlor-muconsaeure；cis-cis-tetrachloromuconic acid；cis-cis-Tetrachlormuconsaeure；Tetrachloro-cis,cis-muconic acid；(2Z,4Z)-2,3,4,5-tetrachlorohexa-2,4-dienedioic acid
• CAS: 4033-87-8
• 化学式: C₆H₂Cl₄O₄
• 分子量: 279.891
• InChiKey: OPEJMVTXTHBTBS-CCAGOZQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tetrachloromuconic acid 在 水 作用下， 生成 2,3,5-trichloro-4-oxo-pent-2-enoic acid
  参考文献：
  名称：

  乙氧基四氯邻苯二甲酰氧基苯甲酸酯和Perphtalsäure。氧化产物

  摘要：

  四氯邻苯并呋喃的Durch氧化反应2级联苯环己酮：α，β，δ-三氯-粘质-γ-内酯（I）和四氯-粘质（II）。死于Trichlor-muconsäure-γ-lactons的Aktau树脂就在werden纸上。

  DOI：

  10.1002/hlca.19490320353
• 作为产物：
  描述：

  四氯邻苯二酚 在 Pseudomonas sp. isolated from coastal waters and soils of the Absheron peninsula at the Caspian Sea 作用下， 以 水 为溶剂， 以13%的产率得到tetrachloromuconic acid
  参考文献：
  名称：

  Biodegradation of aromatic hydrocarbons and phenols by bacteria isolated from caspian waters and soils

  摘要：

  Experimental studies have been carried out on the degradability of monoaromatic hydrocarbons (benzene, toluene, and ethylbenzene) and phenols (phenol, pyrocatechol, hydroquinone, tetrachloropyrocatechol) by bacteria isolated from coastal waters and soils of the Absheron peninsula at the Caspian Sea. It has been shown that the degradation of pyrocatechol, in particular, by Pseudomonas sp. bacteria occurs with the cleavage of the aromatic ring in two directions (in the meta- and ortho-positions), and that of tetrachloropyrocatechol involves the cleavage of the aromatic ring in the ortho-position and the formation of tetrachloromuconic acid. By reversed-phase high-performance liquid chromatography, more than ten individual compounds were detected and identified in the biodegradation products under the test conditions. It has been also shown that mainly linear functional compounds formed by aromatic ring opening in the meta- or ortho-position are found in the case of pyrocatechol and hydroquinone.

  DOI：

  10.1134/s0965544113050101

文献信息

• Oxydativer Abbau des Tetrachlor-o-benzochinons mit Perphtalsäure. Untersuchung der Oxydationsprodukte
  作者：P. Karrer、E. Testa

  DOI：10.1002/hlca.19490320353

  日期：——

  Durch Oxydation des Tetrachlor-o-benzochinons mit Perphtalsäure wurden 2 Verbindungen erhalten: α, β, δ-Trichlor-muconsäure-γ-lacton (I) und Tetrachlor-muconsäure (II). Die Konstitution des Trichlor-muconsäure-γ-lactons konnte durch Abbau bewiesen werden.

  四氯邻苯并呋喃的Durch氧化反应2级联苯环己酮：α，β，δ-三氯-粘质-γ-内酯（I）和四氯-粘质（II）。死于Trichlor-muconsäure-γ-lactons的Aktau树脂就在werden纸上。
• Biodegradation of aromatic hydrocarbons and phenols by bacteria isolated from caspian waters and soils
  作者：M. G. Veliev、M. A. Salmanov、A. A. Babashly、S. R. Alieva、N. R. Bektashi

  DOI：10.1134/s0965544113050101

  日期：2013.11

  Experimental studies have been carried out on the degradability of monoaromatic hydrocarbons (benzene, toluene, and ethylbenzene) and phenols (phenol, pyrocatechol, hydroquinone, tetrachloropyrocatechol) by bacteria isolated from coastal waters and soils of the Absheron peninsula at the Caspian Sea. It has been shown that the degradation of pyrocatechol, in particular, by Pseudomonas sp. bacteria occurs with the cleavage of the aromatic ring in two directions (in the meta- and ortho-positions), and that of tetrachloropyrocatechol involves the cleavage of the aromatic ring in the ortho-position and the formation of tetrachloromuconic acid. By reversed-phase high-performance liquid chromatography, more than ten individual compounds were detected and identified in the biodegradation products under the test conditions. It has been also shown that mainly linear functional compounds formed by aromatic ring opening in the meta- or ortho-position are found in the case of pyrocatechol and hydroquinone.