2,4-Dimethylmuconsaeure | 25966-03-4

• 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: 2,4-Dimethylmuconsaeure
• 英文别名: 2,4-Hexadienedioic acid, 2,4-dimethyl-, (2Z,4Z)-；2,4-dimethylhexa-2,4-dienedioic acid
• CAS: 25966-03-4
• 化学式: C₈H₁₀O₄
• 分子量: 170.165
• InChiKey: SYMNCEZYEJKBBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,4-二甲基苯酚 在 alumina 、 臭氧 作用下， 以 水 为溶剂， 反应 5.0h， 生成 甲酸 、 2,4-Dimethylmuconsaeure 、 3,5-二甲基苯-1,2-二醇 、 、 草酸 、 溶剂黄146 、 2-甲基苯甲醛
  参考文献：
  名称：

  Catalytic ozonation with γ-Al 2 O 3 to enhance the degradation of refractory organics in water

  摘要：

  Nowadays, heterogeneous catalytic ozonation appears as a promising way to treat industrial wastewaters containing refractory pollutants, which resist to biological treatments. Several oxides and minerals have been used and their behavior is subject to controversy with particularly the role of Lewis acid sites and/or basic sites and the effect of salts. In this study, millimetric mesoporous gamma-Al2O3 particles suitable for industrial processes were used for enhancing the ozonation efficiency of petrochemical effluents without pH adjustment. A phenol (2,4-dimethylphenol (2,4-DMP)) was first chosen as petrochemical refractory molecule to evaluate the influence of alumina in ozonation. Single ozonation and ozonation in presence of gamma-Al2O3 led to the disappearance of 2,4-DMP in 25 min and a decrease in pH from 4.5 to 2.5. No adsorption of 2,4-DMP occurred on gamma-Al2O3. Adding gamma-Al2O3 in the process resulted in an increase of the 2,4-DMP oxidation level. Indeed, the total organic carbon (TOC) removal was 14% for a single ozonation and 46% for ozonation with gamma-Al2O3. Similarly, chemical oxygen demand (COD) removal increases from 35 to 75%, respectively. Various oxidized by-products were produced during the degradation of 2,4-DMP, but after 5 h ozonation 90% of organic by-products were acetic acid > formic acid >> oxalic acid. Some of the carboxylic acids were adsorbed on gamma-Al2O3. The use of radical scavengers (tert-butanol) highlighted the involvement of hydroxyl radicals during catalytic ozonation with gamma-Al2O3 in contrary to single ozonation, which mainly involved direct ozone reaction. gamma-Al2O3 is an amphoteric solid with Lewis acid AlOH(H+) sites and basicAl-OH sites. After ozonation the amount of basic sites decreased due to carboxylates adsorption, while the Lewis acid sites remained constant as evidenced by FTIR. Several ozonation runs with gamma-Al2O3 reported a progressive decrease of its catalytic activity due to the cumulative sorption of carboxylates on the basic sites. After 80 h of ozonation, a calcination at 550 degrees C allowed to recover all Al-OH basic sites and the initial activity of gamma-Al2O3. A synthetic petrochemical effluent containing various petrochemicals (phenol, acetic acid, naphtenic acid, pyrene, naphtalene) was then treated with gamma-Al2O3 with and without NaCl. Sodium ions prevented carboxylates adsorption on gamma-Al2O3 leading to a higher efficiency of gamma-Al2O3 in presence of NaCl and allowed to decrease the toxicity of the petrochemical effluent. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2014.10.037

文献信息

• Catalytic ozonation with γ-Al 2 O 3 to enhance the degradation of refractory organics in water
  作者：Jullian Vittenet、Wael Aboussaoud、Julie Mendret、Jean-Stéphane Pic、Hubert Debellefontaine、Nicolas Lesage、Karine Faucher、Marie-Hélène Manero、Frédéric Thibault-Starzyk、Hervé Leclerc、Anne Galarneau、Stéphan Brosillon

  DOI：10.1016/j.apcata.2014.10.037

  日期：2015.9

  Nowadays, heterogeneous catalytic ozonation appears as a promising way to treat industrial wastewaters containing refractory pollutants, which resist to biological treatments. Several oxides and minerals have been used and their behavior is subject to controversy with particularly the role of Lewis acid sites and/or basic sites and the effect of salts. In this study, millimetric mesoporous gamma-Al2O3 particles suitable for industrial processes were used for enhancing the ozonation efficiency of petrochemical effluents without pH adjustment. A phenol (2,4-dimethylphenol (2,4-DMP)) was first chosen as petrochemical refractory molecule to evaluate the influence of alumina in ozonation. Single ozonation and ozonation in presence of gamma-Al2O3 led to the disappearance of 2,4-DMP in 25 min and a decrease in pH from 4.5 to 2.5. No adsorption of 2,4-DMP occurred on gamma-Al2O3. Adding gamma-Al2O3 in the process resulted in an increase of the 2,4-DMP oxidation level. Indeed, the total organic carbon (TOC) removal was 14% for a single ozonation and 46% for ozonation with gamma-Al2O3. Similarly, chemical oxygen demand (COD) removal increases from 35 to 75%, respectively. Various oxidized by-products were produced during the degradation of 2,4-DMP, but after 5 h ozonation 90% of organic by-products were acetic acid > formic acid >> oxalic acid. Some of the carboxylic acids were adsorbed on gamma-Al2O3. The use of radical scavengers (tert-butanol) highlighted the involvement of hydroxyl radicals during catalytic ozonation with gamma-Al2O3 in contrary to single ozonation, which mainly involved direct ozone reaction. gamma-Al2O3 is an amphoteric solid with Lewis acid AlOH(H+) sites and basicAl-OH sites. After ozonation the amount of basic sites decreased due to carboxylates adsorption, while the Lewis acid sites remained constant as evidenced by FTIR. Several ozonation runs with gamma-Al2O3 reported a progressive decrease of its catalytic activity due to the cumulative sorption of carboxylates on the basic sites. After 80 h of ozonation, a calcination at 550 degrees C allowed to recover all Al-OH basic sites and the initial activity of gamma-Al2O3. A synthetic petrochemical effluent containing various petrochemicals (phenol, acetic acid, naphtenic acid, pyrene, naphtalene) was then treated with gamma-Al2O3 with and without NaCl. Sodium ions prevented carboxylates adsorption on gamma-Al2O3 leading to a higher efficiency of gamma-Al2O3 in presence of NaCl and allowed to decrease the toxicity of the petrochemical effluent. (C) 2014 Elsevier B.V. All rights reserved.