2-(3,5-di-t-butyl-4-hydroxyphenyl)ethanol | 3673-68-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(3,5-di-t-butyl-4-hydroxyphenyl)ethanol
• 英文别名: 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-ethanol；4-β-hydroxyethyl-2,6-di-tert-butylphenol；2,6-di(tert-butyl)-4-(2-hydroxyethyl)phenol；2,6-di-tert-butyl-4-(2-hydroxyethyl)phenol；4-(2-hydroxyethyl)-2,6-di-tert-butylphenol；2,6-di-(t-butyl)-4-hydroxyethylphenol；2,6-ditert-butyl-4-(2-hydroxyethyl)phenol
• CAS: 3673-68-5
• 化学式: C₁₆H₂₆O₂
• mdl: MFCD00515119
• 分子量: 250.381
• InChiKey: BRZPJNCKIKTYBE-UHFFFAOYSA-N

物化性质

• 熔点：
  90 - 98°C
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3,5-di-t-butyl-4-hydroxyphenyl)ethanol 反应 19.0h， 以72%的产率得到对羟基苯乙醇
  参考文献：
  名称：

  Thermolysis of 4-(ω-hydroxyalkyl)-2,6-di-tert-butylphenols

  摘要：

  The process of thermolysis of tert-butylated hydroxyalkyl phenols includes de-tert-butylation, etherification, and fragmentation of the hydroxyalkyl group. On the basis of the proposed schemes of the mechanism of thermal de-tert-butylation the path of the search for catalysts for the synthesis of 4-hydroxyalkylphenols is defined and transformations of the by-products into biologically active substances were considered.

  DOI：

  10.1134/s1070363210020167
• 作为产物：
  描述：

  3,5-di-tert-butyl-4-hydroxyphenylacetyl chloride 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以70%的产率得到2-(3,5-di-t-butyl-4-hydroxyphenyl)ethanol
  参考文献：
  名称：

  Inhibitors of lipoprotein(a) assembly

  摘要：

  Compounds of the general structure A and B were investigated for their activity as lipoprotein(a), [Lp(a)], assembly (coupling) inhibitors. SAR around the amino acid derivatives (structure A) gave compound 14-6 as a potent coupling inhibitor. Oral closing of compound 14-6 to Lp(a) transgenic mice and cymologous monkeys resulted in a > 30% decrease in plasma Lp(a) levels after 1-2 weeks of treatment at 100 mg/kg/day.) (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2002.04.001

文献信息

• ‘Aromatic ring umpolung’, a rapid access to the main core of several natural products
  作者：Kimiaka C. Guérard、Cyrille Sabot、Marc-André Beaulieu、Marc-André Giroux、Sylvain Canesi

  DOI：10.1016/j.tet.2010.03.096

  日期：2010.7

  substituted phenols in the presence of (diacetoxyiodo)benzene promotes the formation of a phenoxenium ion, a very electrophilic species able to react with various nucleophiles leading rapidly to a plethora of different cores present in natural products via several novel oxidative processes. This strategy fits within the concept of ‘aromatic ring umpolung’; in this paper a personal account by our laboratory

  在（二乙酰氧基碘）苯存在下处理各种取代的苯酚会促进苯氧en离子的形成，苯氧en离子是一种非常亲电的物种，能够与各种亲核试剂反应，通过几种新颖的氧化过程迅速导致天然产物中存在过多的不同核心。该策略符合“芳香环保护”的概念；本文描述了我们实验室对此主题的个人描述。
• On the Way to an Oxidative Hosomi-Sakurai Reaction
  作者：Sylvain Canesi、Cyrille Sabot、Bruno Commare、Marc-Alexandre Duceppe、Salima Nahi、Kimiaka Guérard

  DOI：10.1055/s-0028-1087369

  日期：——

  An oxidative allylation process mediated by a hyper­valent iodine reagent has been performed on polysubstituted phenols. This reaction, occurring in useful to good yields, leads to a rapid access to dienones containing a quaternary carbon center.

  一种由高价碘试剂介导的氧化性烯丙基化过程已应用于多取代苯酚。该反应以良好至优良的产率进行，能够快速合成含有季碳中心的二烯酮类化合物。
• Synthesis, characterization and evaluation of antioxidant activity of tyrosol derivatives from olive mill wastewater
  作者：Zeinab Namazifar、Fariba Saadati、Ali Akbar Miranbeigi

  DOI：10.1007/s11696-018-0591-7

  日期：2019.3

  these compounds in gasoline sample was investigated by accelerated oxidation and induction period tests. Induction period results show the best stability time (188 min) at 10 ppm concentration of synthesized antioxidant in a gasoline sample. Reduction of carbonyl and peroxide band areas indicates the good antioxidant activity of these compounds (1.0% concentration) in the gasoline. Considering what

  由于生物酚具有解决环境问题，经济原因和可更新性的能力，因此已广泛使用生物酚合成抗氧化剂。在目前的工作中，将来自橄榄磨坊废水（OMWW）的酪醇烷基化以提高其利用率。合成的抗氧化剂通过核磁共振（NMR）和CHN分析进行表征。为了研究它们的热行为，采用了热重分析（TGA）和微分热重（DTG）技术。通过加速氧化和诱导期试验研究了这些化合物在汽油样品中的抗氧化作用。诱导期结果显示，在汽油样品中合成抗氧化剂浓度为10 ppm时，最佳稳定时间（188分钟）。羰基和过氧化物带区的减少表明这些化合物在汽油中具有良好的抗氧化活性（浓度为1.0％）。考虑到上面提到的，容易合成的方法和使用生物基材料提供了高效的抗氧化剂以抑制汽油的氧化过程。
• Alpha-substituted carboxylic acid derivatives
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20030069294A1

  公开（公告）日：2003-04-10

  The &agr;-substituted carboxylic acid derivatives having the formula (I): 1 wherein R 1 is an alkyl group, etc., R 2 is a hydrogen atom, etc., R 3 is a hydrogen atom, etc., A is ═CH-group, etc., B is an oxygen atom, etc., W 1 is a C 1 -C 8 alkylene group, W 2 is a single bond or a C 1 -C 8 alkylene group, X is a hydrogen atom, etc., Y is an oxygen atom, etc., and Z 1 is an alkoxy group, etc., and pharmacologically acceptable salts, esters and amides thereof are useful for treatment and/or prevention of diabetes mellitus, impaired glucose tolerance, gestational diabetes mellitus, or the like. Some of the derivatives of the formula (I) are novel compounds.

  具有如下式(I)的α-取代羧酸衍生物，其中R1是烷基基团，R2是氢原子，R3是氢原子，A是═CH-基团，B是氧原子，W1是C1-C8烷基基团，W2是单键或C1-C8烷基基团，X是氢原子，Y是氧原子，Z1是烷氧基团，其药理学上可接受的盐、酯和酰胺对于治疗和/或预防糖尿病、糖耐量受损、妊娠期糖尿病等疾病是有用的。其中一些具有如上式(I)的衍生物是新化合物。
• Interaction of functionally-substituted 4-alkyl-2,6-di-tert-butylphenols with hydrohalic acids
  作者：A. E. Prosenko、A. A. Skorobogatov、O. I. Dyubchenko、P. I. Pinko、N. V. Kandalintseva、M. M. Shakirov、L. M. Pokrovsky

  DOI：10.1007/s11172-007-0169-y

  日期：2007.6

  Reactions of 4-alkyl-2,6-di-tert-butylphenols containing OH, SH, COOH, and COOMe groups in their para substituents with hydrogen chloride and hydrohalic acids were studied. One-step transformations of 2,6-di-tert-butyl-4-(ω-hydroxyalkyl)phenols to the corresponding 4-(ω-halogenoalkyl)phenols, as well as of 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid and its esters to phloretic acid were proposed

  研究了在其对位取代基中含有 OH、SH、COOH 和 COOMe 基团的 4-烷基-2,6-二叔丁基苯酚与氯化氢和氢卤酸的反应。2,6-二叔丁基-4-(ω-羟烷基)苯酚一步转化为相应的4-(ω-卤代烷基)苯酚，以及3-(3,5-二-叔-提出了丁基-4-羟基苯基丙酸及其酯类植物草酸。4-(3-巯基丙基)苯酚与浓加热。HBr 缩合为 3-(4-羟基苯基) 丙基 4-(3-巯基丙基) 苯基硫醚作为主要产物。