2-(仲丁基)-6-乙基苯酚 | 74926-91-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(仲丁基)-6-乙基苯酚
• 英文名称: 2-sec-butyl-6-ethylphenol
• 英文别名: 2-ethyl-6-sec-butyl-phenol；2-Aethyl-6-sec-butyl-phenol；2-ethyl-6-sec-butylphenol；2-(sec-Butyl)-6-ethylphenol；2-butan-2-yl-6-ethylphenol
• CAS: 74926-91-3
• 化学式: C₁₂H₁₈O
• 分子量: 178.274
• InChiKey: WKMUONDKNHDXME-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：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-仲丁基苯酚 在 W₂ Raney nickel N-氯代丁二酰亚胺 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 28.5h， 生成 2-(仲丁基)-6-乙基苯酚
  参考文献：
  名称：

  Synthesis, biological evaluation, and preliminary structure-activity considerations of a series of alkylphenols as intravenous anesthetic agents

  摘要：

  Following our discovery of the intravenous (iv) anesthetic activity of 2,6-diethylphenol in mice, a series of alkylphenols was examined in this species and the most active analogues were further evaluated in rabbits. The synthesis of compounds which were not commercially available was accomplished by adaptations of standard ortho-alkylation procedures for phenols. Structure-activity relationships were found to be complex, but, in general, potency and kinetics appeared to be a function of both the lipophilic character and the degree of steric hindrance exerted by ortho substituents. The most interesting compounds were found in the 2,6-dialkyl series, and the greatest potency was associated with 2,6-di-sec-alkyl substitution. In particular, 2,6-diisopropylphenol (ICI 35 868) emerged as a candidate for further development and has subsequently been shown to be an effective iv anesthetic agent in man.

  DOI：

  10.1021/jm00186a013

文献信息

• Synthesis of hindered phenols
  申请人：ETHYL CORPORATION

  公开号：EP0116712A1

  公开（公告）日：1984-08-29

  A process for the production of 2,6-di-tert-butyl-a-methoxy-p-cresol and high molecular weight hindered phenols produced therefrom. A process is disclosed for the production of the methyl ether of 2,6-di-tert-butyl-p-cresol in such a manner that allows subsequent production of 1,3,5,- trimethyl-2,4,6-tris (3,5,- di-tert-butyl-4-hydroxybenzyl) benzene in the same pot. The process permits substitution of the methanol solvent/reactant with a hydrocarbon or halogenated hydrocarbon solvent to produce the high molecular weight hindered phenol. This aspect of the invention reduces production cost by eliminating expensive centrifugation associated with prior art processes. The process also conserves catalyst by recycling it in the excess methanol. The catalyst is a Mannich base such as 2,6-di-tert-butyl-a-dimethylamino-p-cresol formed from the reactants 2,6-di-tert-butylphenol and formaldehyde with dimethylamine. The invention is an important improvement over prior art processes in that the production of bisphenol coproducts, notably 4,4'-methylenebis(2,6-di-tert-butylphenol) is low.

  一种生产 2,6-二叔丁基-a-甲氧基对甲酚和由此生产的高分子量受阻酚的工艺。本发明公开了一种生产 2,6-二叔丁基对甲酚甲醚的工艺，该工艺允许在同一锅中随后生产 1,3,5,-三甲基-2,4,6-三（3,5,-二叔丁基-4-羟基苄基）苯。该工艺允许用碳氢化合物或卤代碳氢化合物溶剂替代甲醇溶剂/反应剂，以生产高分子量受阻苯酚。本发明省去了现有技术工艺中昂贵的离心分离，从而降低了生产成本。该工艺还通过在过量甲醇中回收催化剂来节省催化剂。催化剂是一种曼尼希碱，如 2,6-二叔丁基-a-二甲氨基对甲酚，由 2,6-二叔丁基苯酚和甲醛与二甲胺反应生成。与现有技术相比，本发明的重要改进在于双酚副产物，特别是 4,4'-亚甲基双（2,6-二叔丁基苯酚）的产量较低。
• Discoloration inhibitor for aromatic amines
  申请人：ETHYL CORPORATION

  公开号：EP0216213A2

  公开（公告）日：1987-04-01

  Substituted aromatic amines containing a discoloration inhibiting amount of a substituted phenol selected from 2,6-dialkylphenols, 2,4,6-trialkylphenols and dibenzylphenol. A method and composition are provided for inhibiting discoloration of alkylated aromatic amines and diamines. A minor portion of the substituted phenol described above is combined with a fresh, water white substituted aromatic amine of structure wherein m is 1 or 2, n is 1 to 5, m + n is not greater than 6, and the R are independently selected alkyl, cycloalkyl, aryl, aralkyl, or alkaryl, said amine being subject to gradual discoloration.

  取代芳香胺含有一定量的取代酚，这种取代酚可抑制变色，这些取代酚选自 2,6-二烷基酚、2,4,6-三烷基酚和二苄基酚。 提供了一种抑制烷基化芳香胺和二胺褪色的方法和组合物。将上述取代苯酚的一小部分与结构如下的新鲜水白色取代芳香胺结合起来 其中，m 为 1 或 2，n 为 1 至 5，m + n 不大于 6，R 独立选自烷基、环烷基、芳基、芳烷基或烷芳基，所述胺会逐渐变色。
• Stroh et al., Angewandte Chemie, 1957, vol. 69, p. 699,700
  作者：Stroh et al.

  DOI：——

  日期：——
• The ortho-Alkylation of Phenols¹
  作者：ALFRED J. KOLKA、JOHN P. NAPOLITANO、ALLEN H. FILBEY、GEORGE G. ECKE

  DOI：10.1021/jo01357a014

  日期：1957.6
• ortho-Alkylation of Aromatic Amines¹
  作者：GEORGE G. ECKE、JOHN P. NAPOLITANO、ALLEN H. FILBEY、ALFRED J. KOLKA

  DOI：10.1021/jo01357a013

  日期：1957.6