4-(3-chloropropyl)-2,6-dimethoxyphenol | 111112-96-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(3-chloropropyl)-2,6-dimethoxyphenol
• 英文别名: 4-(3-Chloropropyl)-2,6-dimethylphenol
• CAS: 111112-96-0
• 化学式: C₁₁H₁₅ClO
• 分子量: 198.692
• InChiKey: AZFRDNMOBIVWDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(3-chloropropyl)-2,6-dimethoxyphenol 在 sodium sulfide 、 sulfur 作用下， 以 水 、 异丙醇 为溶剂， 反应 4.0h， 以67%的产率得到1,1'-bis[(3,5-dimethyl-4-hydroxyphenyl)propyl] disulfide
  参考文献：
  名称：

  Bis[3-(3,5-dialkyl-4-hydroxyphenyl)propyl]mono- and disulfides as the Sevilen stabilizers

  摘要：

  The effect of the shielding degree of the phenol hydroxy group on the hydrolytic and thermal stability of ethylene-vinyl acetate copolymer (Sevilen) was studied on a series of phenols containing one or two sulfur atoms in the aliphatic chain of the para-substituent. Among the synthesized compounds a group of disulfides was found with a high antioxidant efficiency, which increase the Sevilen hydrolytic stability. The most effective are the 6-tert-butyl-2-methylphenol derivatives.

  DOI：

  10.1134/s1070363211060144
• 作为产物：
  描述：

  4-carbometoxy-4-(3-chloropropyl)-2,6-dimethyl-2,6-cyclohexadien-1-one 在 sodium hydroxide 作用下， 以 乙醚 为溶剂， 反应 15.0h， 以82%的产率得到4-(3-chloropropyl)-2,6-dimethoxyphenol
  参考文献：
  名称：

  A synthetically useful conversion of benzoic acid derivatives to 4-alkylphenols and 4-alkyl-3-carbalkoxyphenols

  摘要：

  DOI：

  10.1021/jo00233a039

文献信息

• Synthesis and inhibitory activity of alkyl(hydroxyaryl)amines
  作者：O. I. Dyubchenko、V. V. Nikulina、E. I. Terakh、A. E. Prosenko、I. A. Grigor’ev

  DOI：10.1007/s11172-007-0174-1

  日期：2007.6

  The reaction of ω-(4-hydroxyaryl)haloalkanes with various nitrogen-containing agents afforded primary, secondary, and tertiary amino derivatives of 2,6-dialkylphenols. For the compounds synthesized, the reaction rate constants with peroxide radicals were measured for cumene and methyl oleate oxidation. The total inhibitory activity in the model reactions of thermal autooxidation of lard and hexadecane was studied. The rate constants of alkyl(hydroxylaryl)amines are the same as those of the corresponding alkylphenols, whereas the total inhibitory activity of some alkyl(hydroxylaryl)amines exceeds substantially that for alkylphenols.

  ω-(4-羟基芳基)卤代烷烃与各种含氮剂反应后，可得到 2,6 二甲基苯酚的伯氨基、仲氨基和叔氨基衍生物。对于合成的化合物，测量了它们与过氧化自由基在积雪烯和油酸甲酯氧化过程中的反应速率常数。研究了猪油和十六烷热自氧化模型反应中的总抑制活性。烷基（羟基芳基）胺的速率常数与相应烷基酚的速率常数相同，而某些烷基（羟基芳基）胺的总抑制活性大大超过了烷基酚。
• ——
  作者：A. E. Prosenko、E. I. Terakh、E. A. Gorokh、V. V. Nikulina、I. A. Grigor'ev

  DOI：10.1023/a:1024650612317

  日期：——

  The reaction of omega-(3,5-dialkyl-4-hydroxyphenyl)-1-chloroalkanes with sodium sulfide yielded the corresponding sulfides, which were tested as antioxidants in two model reactions: oxidation of lard and Vaseline oil.
• SCHULTZ, ARTHUR G.;HARRINGTON, ROGER E.;MACIELAG, MARK;MEHTA, PARAG G.;TA+, J. ORG. CHEM., 52,(1987) N 24, 5482-5484
  作者：SCHULTZ, ARTHUR G.、HARRINGTON, ROGER E.、MACIELAG, MARK、MEHTA, PARAG G.、TA+

  DOI：——

  日期：——
• A synthetically useful conversion of benzoic acid derivatives to 4-alkylphenols and 4-alkyl-3-carbalkoxyphenols
  作者：Arthur G. Schultz、Roger E. Harrington、Mark Macielag、Parag G. Mehta、Arthur G. Taveras

  DOI：10.1021/jo00233a039

  日期：1987.11
• Bis[3-(3,5-dialkyl-4-hydroxyphenyl)propyl]mono- and disulfides as the Sevilen stabilizers
  作者：A. P. Krysin、T. B. Khlebnikova

  DOI：10.1134/s1070363211060144

  日期：2011.6

  The effect of the shielding degree of the phenol hydroxy group on the hydrolytic and thermal stability of ethylene-vinyl acetate copolymer (Sevilen) was studied on a series of phenols containing one or two sulfur atoms in the aliphatic chain of the para-substituent. Among the synthesized compounds a group of disulfides was found with a high antioxidant efficiency, which increase the Sevilen hydrolytic stability. The most effective are the 6-tert-butyl-2-methylphenol derivatives.