dodecyl 3-(3,5-dimethyl-4-hydroxyphenyl)propyl sulfide

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: dodecyl 3-(3,5-dimethyl-4-hydroxyphenyl)propyl sulfide
• 英文别名: 4-(3-Dodecylthiopropyl)-2,6-dimethylphenol；4-(3-dodecylsulfanylpropyl)-2,6-dimethylphenol
• 化学式: C₂₃H₄₀OS
• 分子量: 364.636
• InChiKey: GUWVSVZNXQMWDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  25
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  dodecyl 3-(3,5-dimethyl-4-hydroxyphenyl)propyl sulfide 在 methyl oleate peroxide radical 作用下， 以 氯苯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and antioxidant activity of alkyl 3-(4-hydroxyaryl)propyl sulfides

  摘要：

  4-Alkylthiopropylphenols were synthesized from corresponding 2,6-dialkylphenois via the allyl derivative. A comparative study of the antioxidant activity of the prepared compounds was carried out in five model systems. The rate constants for the reactions of the test compounds with cumene, styrene, and methyl oleate peroxide radicals were measured. It was shown that 4-thioalkylphenols with methyl and cyclohexyl ortho-substituents are powerful inhibitors in the oxidation of mineral oil.

  DOI：

  10.1134/s0965544106060119
• 作为产物：
  描述：

  1-溴-3-(3,5-二甲基-4-羟基苯基)丙烷 、 十二硫醇 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以71%的产率得到dodecyl 3-(3,5-dimethyl-4-hydroxyphenyl)propyl sulfide
  参考文献：
  名称：

  New promising antioxidants based on 2,6-dimethylphenol

  摘要：

  Three new sulfur-containing derivatives of 2,6-dimethylphenol were synthesized. Their antioxidative activity, mutagenicity, and genotoxicity were examined by bacterial tests and by calculating the dominant lethal mutations in murine embryonic cells. It was shown that all the compounds synthesized have a marked antioxidative effect and have no genotoxic and mutagenic properties. One of the antioxidants, 4-(3-dodecylthiopropyl)-2,6-dimethylphenol, increases the survival of cells of both the wild-type Escherichia coli strain and bacterial strains defective in the genes of repair enzymes and has a more distinct antioxidative effect than the classic antioxidants alpha-tocopherol and trolox, increasing the survival of cells devoid of repair enzymes.

  DOI：

  10.1134/s106816200804016x

文献信息

• New promising antioxidants based on 2,6-dimethylphenol
  作者：E. A. Kemeleva、E. A. Vasyunina、O. I. Sinitsina、A. S. Khomchenko、M. A. Gross、N. V. Kandalintseva、A. E. Prosenko、G. A. Nevinskii

  DOI：10.1134/s106816200804016x

  日期：2008.7

  Three new sulfur-containing derivatives of 2,6-dimethylphenol were synthesized. Their antioxidative activity, mutagenicity, and genotoxicity were examined by bacterial tests and by calculating the dominant lethal mutations in murine embryonic cells. It was shown that all the compounds synthesized have a marked antioxidative effect and have no genotoxic and mutagenic properties. One of the antioxidants, 4-(3-dodecylthiopropyl)-2,6-dimethylphenol, increases the survival of cells of both the wild-type Escherichia coli strain and bacterial strains defective in the genes of repair enzymes and has a more distinct antioxidative effect than the classic antioxidants alpha-tocopherol and trolox, increasing the survival of cells devoid of repair enzymes.
• Synthesis and antioxidant activity of alkyl 3-(4-hydroxyaryl)propyl sulfides
  作者：A. E. Prosenko、A. F. Markov、A. S. Khomchenko、M. A. Boiko、E. I. Terakh、N. V. Kandalintseva

  DOI：10.1134/s0965544106060119

  日期：2006.12

  4-Alkylthiopropylphenols were synthesized from corresponding 2,6-dialkylphenois via the allyl derivative. A comparative study of the antioxidant activity of the prepared compounds was carried out in five model systems. The rate constants for the reactions of the test compounds with cumene, styrene, and methyl oleate peroxide radicals were measured. It was shown that 4-thioalkylphenols with methyl and cyclohexyl ortho-substituents are powerful inhibitors in the oxidation of mineral oil.