CAS: 1006-59-3; 2,6-Diethylphenol

该化合物是一种有机化合物,其特征为2和6个位置的苯环上有两个乙基组,其成分为苯基结构,其成分为2和6个位置的两种乙基组;其颜色对黄色的黄色液体无色,有独特的气味,在水中可略微溶解,但在有机溶剂中则较易溶解;该化合物以其作为包括抗氧化剂和增塑剂在内的各种化学品合成中间体的作用而著称;该化合物具有中度毒性,在接触皮肤或眼睛时可引起刺激;该化合物的化学配方为C12H16O,其分子重量反映其结构.2,6-二乙酚可进行典型的芳香反应,例如电子替代,并经常用于研究和工业应用中.由于其潜在的健康危害,适当的处理和安全措施是必不可少的.

结构式图片

相似化合物

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合成工艺路线路线简述

    2,6-二乙基苯胺置于硫酸,Sodium Nitrite体系中,化学反应 0.25H,以53%的收率获得2,6-二乙基苯酚
    参考文献:水溶液中烷基化反应的抗疏水共溶剂效应,特别是氧与苯氧离子的碳烷基化反应†
    标题:水溶液中烷基化反应的抗疏水共溶剂效应,特别是氧与苯氧离子的碳烷基化反应†
    摘要:抗疏水性助溶剂(例如乙醇)会增加疏水性分子在水中的溶解度,并且它们还会影响涉及疏水性表面的反应速率.在碳氢化合物的简单反应中,例如 1,3-环戊二烯的 Diels-Alder 二聚反应,速率和溶解度数据直接反映了过渡态的几何形状,其中一些疏水表面变得隐藏.在涉及极性基团的反应中,例如酚盐离子的烷基化或烷基卤化物的 S(N)1 电离,水中的助溶剂也会产生其他影响.然而,疏水表面的溶剂化仍然很重要.通过使用结构-反应性关系,并比较乙醇和 Dmso 作用作溶剂的影响,可以理清这些影响.疏水溶剂化的 Ab Initio 计算机模型加强了这些结论.结果是苯氧离子作为亲核试剂的合理过渡态,使用其氧 N 电子来避免共轭损失.苯胺烷基化的几何结构非常不同,包括在苄基化反应中将苯胺环堆积(堆积)到苄基的苯环上.苯甲酰氯对苯氧离子的烷基化可以发生在苯氧氧和环的邻位和对位.碳烷基化发生在水中,但不发生在非极性有机
    Doi:10.1021/ja012293H

    海关参考信息

    专利信息


    专利号:US-9725392-B2
    优先权日:2015-08-27
    标 题:Efficient scalable syntheses of abscisic acid, 8′-acetylene abscisic acid and 8′-cyclopropyl abscisic acid
    发明人:JHEENGUT Vishal; NELSON KEN M; ABRAMS SUZANNE R
    权利人:NAT RES COUNCIL CANADA
    摘要:Methods are provided for synthesis of abscisic acid and 8′ analogues thereof (including an enantiopure 8′-acetylene analogue) including methods wherein the previously reported first step of oxidation of 2,6-dimethylphenol (VI) to 2,6-dimethylbenzoquinone, mono ketal (VII) is replaced by a novel two step process comprising (i) oxidation of 2,6-dimethylphenol (VI) using potassium peroxymonosulfate with a catalytic amount of iodobenzene to produce 2,6-dimethylbenzoquinone (XVI) and (ii) ketalization of 2,6-dimethylbenzoquinone (XVI) using ethylene glycol, trimethylorthoformate with a catalytic amount of p-toluenesulfonic acid to produce 2,6-dimethylbenzoquinone, mono ketal (VII).

    专利号:US-3979460-A
    优先权日:1974-07-01
    标 题 :Process for the preparation of an organomercaptophenol from sulfur, a 2,6-disubstituted phenol, and an activated olefin or an epoxy compound
    发明人:HAY ALLAN S
    权利人:GEN ELECTRIC
    摘要:A process for the preparation of an organomercaptophenol is described which comprises the reaction of sulfur with a 2,6-disubstituted phenol carried out in the presence of (1) a base, (2) an activated olefin or an epoxy compound, (3) and a solvent with a high dielectric constant. The organomercaptophenols produced by this process are useful as monomers in the synthesis of esters, carbonates, ethers, epoxy compounds, among many other chemicals synthesized from monohydric phenols. In addition, the oganomercaptophenols are also useful as antioxidants.

    专利号:US-4064158-A
    优先权日:1974-07-01
    标题:Process for the preparation of an organomercaptophenol from sulfur, a 2,6-disubstituted phenol, and an activated olefin or an epoxy compound
    发明人:HAY ALLAN S
    权利人:GEN ELECTRIC
    摘要:A process for the preparation of an organomercaptophenol is described which comprises the reaction of sulfur with a 2,6-disubstituted phenol carried out in the presence of (1) a base, (2) an activated olefin or an epoxy compound, (3) and a solvent with a high dielectric constant. The organomercaptophenols produced by this process are useful as monomers in the synthesis of esters, carbonates, ethers, epoxy compounds, among many other chemicals synthesized from monohydric phenols. In addition, the organomercaptophenols are also useful as antioxidants.

    专利号:US-8846982-B2
    优先权日:2010-04-15
    标 题 :Process for the preparation of hydroquinones
    发明人:KADAM SHAHURAJ HANAMANTRAO; PAKNIKAR SHASHIKUMAR
    权利人:KADAM SHAHURAJ HANAMANTRAO; PAKNIKAR SHASHIKUMAR; MERCK PATENT GMBH
    摘要:The invention relates to a process for the preparation of a hydroquinone compound of formula (I) n nwherein R2, R3, R5 and R6 have the meaning according to claim 1 , with the steps of formylating a substituted phenol and oxidizing the resulting substituted 4-hydroxy-benzaldehyde under acidic conditions to the corresponding hydroquinone of formula (I). Another object of the invention concerns the intermediate 2,3,5-trimethyl-4-hydroxy-benzaldehyde for synthesis of 2,3,5-trimethyl-hydroquinone (TMHQ) and (dl)α-tocopherol.

    专利号:US-4754077-A
    优先权日:1982-12-16
    标题:Antioxidant synthesis
    发明人:MINA GEORGE L
    权利人:ETHYL CORP
    摘要:A process for making a 2,6-di-hydrocarbyl-4-alkoxyalkylphenol, e.g. 2,6-di-tert-butyl-4-methoxymethylphenol, by reacting a 2,6-dihydrocarbylphenol with formaldehyde in a stoichiometric excess of alcohol and in the presence of a Mannich base catalyst preferably formed in situ by adding a catalyst-forming amount of a secondary amine, e.g. dimethylamine, to the mixture of 2,6-di-hydrocarbylphenol, formaldehyde and alcohol. Unreacted alcohol and amine are distilled out and the 2,6-di-hydrocarbyl-4-alkoxyalkylphenol is reacted with a benzene-type compound, e.g. mesitylene, to make a hindered phenolic antioxidant, e.g. 1,3,5-trimethyl-2,4,6-tri-(3,5-di-tert-butyl-4-hydroxybenzyl)benzene.

    专利号:US-4659863-A
    优先权日:1985-09-12
    标 题 :Phenolic ester synthesis
    发明人:BURTON LESTER P J
    权利人:ETHYL CORP
    摘要:A process which enhances conversion and speeds the reaction rate for the preparation of esters. Methyl acrylate and a hindered phenol are reacted (i) in the presence of an alkali metal alkaline catalyst that provides a phenolate anion and (ii) in the presence of an agent which solubilizes the phenolate to enhance the reaction rate. Excellent yields of methyl ester are obtained in a rapid reaction and by-products are minimal. The invention includes a preparation of methyl beta -(3,5-dialkyl-4-hydroxyphenyl)propionates by reaction of a hindered phenol with methyl acrylate in the presence of an alkaline catalyst and dimethyl sulfoxide present in an amount sufficient to advance the reaction rate.
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    合成参考文献


    摘要:Eilbracht, P., Science of Synthesis, (2009) 48, 430.
    参考文献:10.1021/jm010461a
    摘要:Krasowski MD, Hong X, Hopfinger AJ, Harrison NL. 4D-QSAR Analysis of a Set of Propofol Analogues: Mapping Binding Sites for an Anesthetic Phenol on the GABAA Receptor. J. Med. Chem. 2002 Jun 14;45(15):3210–21. doi: 10.1021/jm010461a.
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