4-chloroethyl-2,6-di-tert-butylphenol | 10176-13-3

• 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: 4-chloroethyl-2,6-di-tert-butylphenol
• 英文别名: 2,6-di-tert-butyl-4-(2-chloroethyl)phenol；4-(2-chloroethyl)-2,6-di-tert-butylphenol；1-chloro-2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethane；4-<2-Chlor-ethyl>-2,6-di-t-butyl-phenol；4-(2-Chlor-ethyl)-2,6-di-tert-butyl-phenol；Phenol, 4-(2-chloroethyl)-2,6-bis(1,1-dimethylethyl)-；2,6-ditert-butyl-4-(2-chloroethyl)phenol
• CAS: 10176-13-3
• 化学式: C₁₆H₂₅ClO
• 分子量: 268.827
• InChiKey: KLIJOUBOOHWMMP-UHFFFAOYSA-N

物化性质

• 熔点：
  66-70 °C
• 沸点：
  120 °C(Press: 0.3 Torr)
• 密度：
  1.012±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 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-chloroethyl-2,6-di-tert-butylphenol 在 sodium sulfide 作用下， 以 异丙醇 为溶剂， 反应 8.0h， 以70%的产率得到bis[2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethyl] sulfide
  参考文献：
  名称：

  摘要：

  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.

  DOI：

  10.1023/a:1024650612317
• 作为产物：
  描述：

  5,7-di-t-butylspiro[2.5]octa-4,7-dien-6-one 在 nickel dichloride 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以60%的产率得到4-chloroethyl-2,6-di-tert-butylphenol
  参考文献：
  名称：

  Sviridov, B. D.; Porkhun, V. I., Journal of general chemistry of the USSR, 1988, vol. 58, # 7, p. 1385 - 1388

  摘要：

  DOI：

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。
• Synthesis and Antioxidative Activity of N, N-Dialkyl-ω-[4-hydroxy(methoxy)aryl]alkylamines and Their N-Oxides
  作者：O. I. Dyubchenko、V. V. Nikulina、E. I. Terakh、A. E. Prosenko、I. A. Grigor’ev

  DOI：10.1007/s11167-005-0391-z

  日期：2005.5

  Aminoalkylphenols of various structures were prepared by reactions of ω-[4-hydroxy(methoxy)aryl]haloalkanes with dialkylamines. The corresponding N-oxides were prepared by oxidation of aminoalkylphenols with hydrogen peroxide and cumene hydroperoxide. The inhibiting activities of these compounds in a model reaction of thermal autooxidation of lard were compared.

  通过ω-[4-羟基（甲氧基）芳基]卤代烷烃与二烷基胺的反应制备了各种结构的氨基烷基酚。氨基烷基酚与过氧化氢和过氧化二甲苯氧化制备了相应的 N-氧化物。比较了这些化合物在猪油热自氧化模型反应中的抑制活性。
• Study of alkaloids of the Siberian and Altai flora. 10. Synthesis of N(20)-deethyllappaconitine derivatives
  作者：N. A. Pankrushina、I. A. Nikitina、N. V. Anferova、S. A. Osadchii、M. M. Shakirov、E. E. Shults、G. A. Tolstikov

  DOI：10.1023/b:rucb.0000012375.59390.38

  日期：2003.11

  Efficient procedures were developed for N-deethylation of lappaconitine to give N(20)-deethyllappaconitine. Alkyl derivatives of N(20)-deethyllappaconitine, including labeled lappaconitine, and N(20)-acetoxy-N(20)-deethyllappaconitine were prepared for the first time. The assignments of the signals for the carbon atoms in the C-13 NMR spectra of lappaconitine and related lappaconine were refined using C-13-C-13 2D INADEQUATE and 2D C-13-H-1 correlation experiments.
• ——
  作者：N. V. Kandalintseva、A. E. Prosenko、O. I. Dyubchenko、E. S. Stoyanov

  DOI：10.1023/a:1013163000911

  日期：——

  A number of new S-alkylisothiuronium salts were synthesized by reaction of -[4-hydroxy-(methoxy)aryl]alkyl halides with thiourea. The resulting isothiuronium salts in aqueous solution react with sodium (potassium) halides to form halogen exchange products.
• Reactions of perfluoro(2-methylpent-2-ene) and perfluoro(5-azanon-4-ene) with primary amines containing a 2,6-di-tert-butylphenol fragment
  作者：G. G. Furin、A. P. Krysin、N. I. Protsuk、V. A. Lopyrev

  DOI：10.1134/s1070428006100034

  日期：2006.10

  Reactions of perfluoro(2-methylpent-2-ene) and perfluoro(5-azanon-4-ene) with 4-(2-aminoethyl)-2,6-di-tert-butylphenol and 4-(3-aminopropyl)-2,6-di-tert-butylphenol in acetonitrile in the presence of triethylamine gave the corresponding azetidine, 1,2-dihydroazete, and 1,2-dihydro-1,3-diazete derivatives, respectively. The reaction mechanisms, role of triethylamine, and factors affecting the intramolecular nucleophilic cyclization process are discussed.