CAS: 88-26-6; 3,5-Di-Tert-Butyl-4-Hydroxybenzyl Alcohol

该化合物是一种受到抑制的苯丙胺化合物,广泛用作合成抗氧化剂和稳定剂的中间体,其分子结构以邻接氢氧基替代苯基醇的叔丁基组为特征,增强了其抗氧自由基的能力,使其在聚合物和润滑剂稳定中具有价值;该化合物具有极好的热稳定性和抗氧化降解能力,有助于延长材料寿命;其高纯度和连续性能使其适合要求严格的工业应用,包括光稳定剂和特殊化学品的生产;还因其特性精良的再活性和功效,用于开发先进的抗氧化剂系统的研究.

结构式图片

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

CAS号1620-98-0 3,5-二叔丁基-4-羟基苯甲醛 | CAS号50-00-0 甲醛 | CAS号128-39-2 2,6-二叔丁基苯酚 | CAS号64-19-7 冰醋酸 | CAS号128-37-0 抗氧剂BHT | CAS号2091-51-2 4-(溴甲基)-2,6-二叔丁基苯酚 | CAS号1669-36-9 4-bromo-2,6-dit... | CAS号14387-17-8 Benzenemethanol... | CAS号10396-80-2 2,6-二(叔丁基)-4-羟基... | CAS号752-60-3 4,4',4''-[nitri... | CAS号719-22-2 2,6-二叔丁基苯醌 | CAS号728-40-5 2,6-二叔丁基-4-硝基苯酚 | CAS号2455-14-3 3,3',5,5'-四叔丁基-... | CAS号128-38-1 四叔丁基联苯酚 | CAS号4610-03-1 2,6-di-tert-but... | CAS号1620-98-0 3,5-二叔丁基-4-羟基苯甲醛 | CAS号2607-52-5 2,6-二叔-丁基-4-亚甲基... | CAS号14387-17-8 Benzenemethanol... | CAS号1516-94-5 4,4'-Ethylenebi... | CAS号118-82-1 4,4′-亚甲基双(2,6-二...

合成工艺路线路线简述

  • 128-37-0 = 88-26-6
    反应条件:1.1 Reagents: Benzenemethanaminium,N,N,N-Trimethyl-,Dichlorobromate(1-) (1:1) Solvents: Dichloromethane,Water; Rt; 3 H,Rt
    标题:Oxidation Of 2,6-Di-T-Butyl-4-Methylphenol And Its Derivatives With Tetraalkylammonium Dichlorobromate(1-)
    作者:Kimura,Noriyosi; Et Al
    参考文献:Wakayama Daigaku Kyoikugakubu Kiyo 日期:2009 卷标:59 页码:33-38]

    1620-98-0 = 88-26-6
    反应条件:1.1 Reagents: (T-4)-Trihydro(Methanamine)Boron Solvents: Water; 30 Min,Rt
    标题:Hydrogenation Of Aldehydes And Ketones To Corresponding Alcohols With Methylamine Borane In Neat Water
    作者:Duan,Yifan; Et Al
    参考文献:Synthetic Communications 日期:2014 卷标:44(17) 页码:2555-2564]

    10396-80-2 = 88-26-6 [标题:Reaction Conditions
    标题:Reactions Of 4-Hydroxycyclohexa-2,5-Dienones Under Acidic Conditions
    作者:Davis,Brian R.; Et Al
    参考文献:Journal Of The Chemical Society 日期:1982 卷标:(7) 页码:1499-507]

    83638-63-5 = 88-26-6
    反应条件:1.1 Reagents: Perchloric Acid
    标题:Reactions Of 4-Hydroxycyclohexa-2,5-Dienones Under Acidic Conditions
    作者:Davis,Brian R.; Et Al
    参考文献:Journal Of The Chemical Society 日期:1982 卷标:(7) 页码:1499-507]

    1074-82-4 + 14387-17-8 = 88-26-6
    反应条件:1.1 Solvents: Dimethyl Sulfoxide; 1 H,70 °C2.1 Reagents: Water
    标题:Synthesis Of 3,5-Di-Tert-Butyl-4-Hydroxybenzyl Amine From 3,5-Di-Tert-Butyl-4-Hydroxybenzyl Acetate
    作者:Bukharov,S. V.; Et Al
    参考文献:Vestnik Kazanskogo Tekhnologicheskogo Universiteta 日期:2013 卷标:16(6) 页码:30-32]

    501-65-5 + 37181-39-8 = 88-26-6
    反应条件:1.1 Solvents: Dichloromethane-D2,Water; 5 Min,Rt; Rt
    标题:Synthesis And Reactivity Of The Methylene Arenium Form Of A Benzyl Cation,Stabilized By Complexation
    作者:Poverenov,Elena; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2006 卷标:128(51) 页码:16450-16451]

    121115-33-1 = 88-26-6
    反应条件:1.1 Solvents: Tetrahydrofuran; -30 °C; 30 Min,-30 °C2.1 Solvents: Dichloromethane-D2; -30 °C; 10 Min,-30 °C; 1 H,-30 °C -> Rt3.1 Solvents: Dichloromethane-D2,Water; 5 Min,Rt; Rt
    标题:Synthesis And Reactivity Of The Methylene Arenium Form Of A Benzyl Cation,Stabilized By Complexation
    作者:Poverenov,Elena; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2006 卷标:128(51) 页码:16450-16451]

    128-37-0 = 88-26-6
    反应条件:1.1 Reagents: Benzyltrimethylammonium Tribromide Solvents: Dichloromethane,Water
    标题:Oxidation Using Quaternary Ammonium Polyhalides. Ix. Oxidation Of Hindered Phenols With Benzyltrimethylammonium Tribromide
    作者:Kajigaeshi,Shoji; Et Al
    参考文献:Bulletin Of The Chemical Society Of Japan 日期:1991 卷标:64(3) 页码:1060-2]

    128-37-0 = 88-26-6
    反应条件:1.1 Reagents: Bromine Solvents: Tert-Butanol; 1 H,40 °C; 0.5 H,40 °C
    标题:An Improved Preparation Of 2,6-Di-(T-Butyl)-4-Methylphenol
    作者:Xie,J. Y.; Et Al
    参考文献:Organic Preparations And Procedures International 日期:2015 卷标:47(3) 页码:236-241]

    1620-98-0 = 88-26-6
    反应条件:1.1 Reagents: Sodium Borohydride Solvents: Ethanol; Rt
    标题:Unusual Transformation Of 4-Hydroxy/methoxybenzylic Alcohols Via C-C Ipso-Substitution Reaction Using Proton-Exchanged Montmorillonite As Media
    作者:Chen,Xuan; Et Al
    参考文献:Tetrahedron Letters 日期:2020 卷标:61(48)]

    2607-52-5 = 88-26-6
    反应条件:1.1 Reagents: Water
    标题:Synthesis Of 3,5-Di-Tert-Butyl-4-Hydroxybenzyl Amine From 3,5-Di-Tert-Butyl-4-Hydroxybenzyl Acetate
    作者:Bukharov,S. V.; Et Al
    参考文献:Vestnik Kazanskogo Tekhnologicheskogo Universiteta 日期:2013 卷标:16(6) 页码:30-32]

    2607-52-5 = 88-26-6
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Acetonitrile,Water; Rt
    标题:Hydrolysis Of The Quinone Methide Of Butylated Hydroxytoluene In Aqueous Solutions
    作者:Willcockson,Maren Gulsrud; Et Al
    参考文献:Journal Of Pharmaceutical Sciences 日期:2013 卷标:102(10) 页码:3579-3585]

    128-39-2 = 88-26-6
    反应条件:1.1 Catalysts: Boric Acid (H3Bo3)2.1 Reagents: Sodium Borohydride Solvents: Acetonitrile
    标题:Oxidation Of 3,5-Di-Tert-Butyl-4-Hydroxybenzyl Alcohol And 3,5-Di-Tert-Butyl-4-Hydroxybenzaldehyde With Oxygen In Aqueous Ammonia Solutions
    作者:Fedulina,T. G.; Et Al
    参考文献:Zhurnal Organicheskoi Khimii 日期:1989 卷标:25(8) 页码:1706-15]

    = 88-26-6
    反应条件:1.1 Catalysts: P-Toluenesulfonic Acid; Heated; 9 H,56 °C1.2 Catalysts: Thiourea Solvents: Water; Cooled; 80 °C1.3 Reagents: Sodium Hydroxide Solvents: Water; Ph 7.5,80 °C2.1 Reagents: Bromine Solvents: Tert-Butanol; 1 H,40 °C; 0.5 H,40 °C
    标题:An Improved Preparation Of 2,6-Di-(T-Butyl)-4-Methylphenol
    作者:Xie,J. Y.; Et Al
    参考文献:Organic Preparations And Procedures International 日期:2015 卷标:47(3) 页码:236-241]

    333-27-7 = 88-26-6
    反应条件:1.1 Solvents: Dichloromethane-D2; -30 °C; 10 Min,-30 °C; 1 H,-30 °C -> Rt2.1 Solvents: Dichloromethane-D2,Water; 5 Min,Rt; Rt
    标题:Synthesis And Reactivity Of The Methylene Arenium Form Of A Benzyl Cation,Stabilized By Complexation
    作者:Poverenov,Elena; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2006 卷标:128(51) 页码:16450-16451
2,6-二叔丁基-4-甲基苯酚置于benzyltrimethylammonium Tribromide体系中,用 二氯甲烷,水 作为反应溶剂,化学反应 0.5H,以97%的收率获得产物3,5-二叔丁基-4-羟基苄醇
参考文献:使用季铵多卤化物进行氧化.九.苄基三甲基三溴化铵氧化受阻酚
标题:使用季铵多卤化物进行氧化.九.苄基三甲基三溴化铵氧化受阻酚
摘要:隐藏的酚类,例如 2,6-二叔丁基-4-甲基苯酚,3,5-二叔丁基-4-羟基苯甲醇和 2,6-二叔丁基苯酚与苄基三甲基三溴化铵的反应在室温下,在水,叔丁醇或氢氧化钠水溶液的存在下,在二氯甲烷中进行.所得产物提供了顺序反应过程.
DOI:10.1246/bcsj.64.1060

海关参考信息

专利信息


专利号:US-7825257-B1
优先权日:2007-10-23
标题 :Synthesis of benzotriazole monomer
发明人:DEO KESHAV; SHAH CHANDRAKANT CHUNILAL; PATEL KALPESH; PATEL NILPESH; PAREKH VIRAL; PATEL RONAK; SONI JIGNESH; SHAH HIRAL; SEELYE DAVID E; NANDU MAHENDRA P
权利人:BAUSCH & LOMB
摘要:The synthesis of benzotriazole monomers and the use of the benzotriazole monomers and one or more other monomers to prepare ultraviolet (UV) light absorbing polymer compositions. The synthetic methods described in this application provide a significant improvement over the previous methods used to prepare benzotriazole monomers.

专利号:US-8106031-B2
优先权日:2006-05-02
标题:Hydrolytically-resistant boron-containing therapeutics and methods of use
发明人:LEE VING; PLATTNER JACOB J; BENKOVIC STEPHEN J; BAKER STEPHEN J; MAPLES KIRK R; BELLINGER-KAWAHARA CAROLYN; AKAMA TSUTOMU; ZHANG YONG-KANG; SINGH RAJESHWAR; SAURO VITTORIO A
权利人:LEE VING; PLATTNER JACOB J; BENKOVIC STEPHEN J; BAKER STEPHEN J; MAPLES KIRK R; BELLINGER-KAWAHARA CAROLYN; AKAMA TSUTOMU; ZHANG YONG-KANG; SINGH RAJESHWAR; SAURO VITTORIO A; ANACOR PHARMACEUTICALS INC
摘要:Compositions and methods of use of boron derivatives, including benzoxaboroles, benzazaboroles and benzthiaboroles, as therapeutic agents for treatment of diseases caused by fungi, yeast, bacteria or viruses are disclosed, as well as methods for synthesis of said agents and compositions thereof.

专利号:US-7056348-B2
优先权日:2001-04-19
标题:5-aryl-1,3,3-trimethyl-2-methylene-indoline derivatives and salts thereof, methods for the production and use of said compounds for the temporary coloration of fibers
发明人:SAUTER GUIDO; BRAUN HANS-JUERGEN; REICHLIN NADIA
权利人:WELLA AG
摘要:A method for the synthesis of 5-aryl-1,3,3,-trimethyl-2-methylene-indoline derivatives of Formula (I) or its salts of Formula (Ia) wherein 1 mole of a 5-aryl-2,3,3-trimethyl-3H-indole derivative of Formula (VII) is reacted for 1 to 44 hours at a temperature of 20° to 180° C. in an apolar, aprotic or polar, protic or polar aprotic solvent with 1 to 50 moles of a compound of Formula R1-A; new compounds of Formulas (I)/(Ia) and (V), obtainable by this method as well as an agent containing at least one compound of Formula (I)/(Ia) and a carbonyl/imine compound for dyeing keratinic fibers and a method for temporarily dyeing keratin fibers, for which the keratin fiber is dyed with the aforementioned agent and the dyeing, so obtained, is removed again at any later time by a sulfite preparation.

专利号:US-5364974-A
优先权日:1993-12-21
标 题 :Process for the preparation of 3,5-di-tert-butyl-4-hydroxy methoxybenzyl alcohol
发明人:PANTUKH BORIS I; LOGUTOV IGOR J; LJUBIMOV NIKOLAI V; RUTMAN GRIGORY I
权利人:STERLITAMAXKY NEFTEKHIMICHESKY
摘要:Claimed is a process for the preparing 3,5-di-tert-butyl-4-hydroxy-methoxybenzyl alcohol which is an effective stabilizer of polymer materials and a starting compound in synthesis of high- effective polynuclear phenolic stabilizers. It is an object of this invention to provide a simplification of the process and improve a quality of the target product. This object is attained by using N,N,N',N'-tetra-methyl-methylene-bis-amine as a catalyst with the molar ratio of 2,6-DTBP to formaldehyde to methanol to bis-amine as of 1.0:1.0-1.5:10-15: 0.01-0.50 and conducting a process at 60 DEG -100 DEG C.

专利号:US-11273138-B2
优先权日:2017-11-02
标 题 :Use of amino acid supplementation for improved muscle protein synthesis
发明人:WOLFE ROBERT R; FERRANDO ARNY
权利人:BIOVENTURES LLC
摘要:The present invention encompasses an amino acid composition for stimulating muscle protein synthesis. Further, the present disclosure relates generally to the use of an anabolic amino acid composition for the stimulation of muscle protein synthesis. In particular, disclosed are compositions and methods of using the same for the prevention and/or treatment of a loss of any one of muscle mass, muscle strength, muscle function, and physical function, or any combination thereof, in a mammal, especially an adult mammal. Also provided are kits comprising a composition for the stimulation of muscle protein synthesis and, in certain embodiments, instructions for administration.

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.
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主要参考文献

[参考文献]: K D Munkres, Et Al. Ageing Of Neurospora Crassa. Iii. Induction Of Cellular Death And Clonal Senescence Of An Inositol-Less Mutant By Inositol Starvation And The Protective Effect Of Dietary Antioxidants. Mech Ageing Dev. 1976 May-Jun;5(3):163-9.
[参考文献]: O L Brekke, Et Al. Butylated Hydroxyanisole Specifically Inhibits Tumor Necrosis Factor-Induced Cytotoxicity And Growth Enhancement. Cytokine. 1992 Jul;4(4):269-80.
[参考文献]: X Guan, Et Al. Down-Regulation By Butylated Hydroxytoluene Of The Number And Function Of Gap Junctions In Epithelial Cell Lines Derived From Mouse Lung And Rat Liver. Carcinogenesis. 1995 Oct;16(10):2575-82.
[参考文献]: Ying Shan Tan, Et Al. The Role Of Low Levels Of Water In The Electrochemical Oxidation Of α-Tocopherol (Vitamin E) And Other Phenols In Acetonitrile. Phys Chem Chem Phys. 2011 Jul 28;13(28):12745-54.

合成参考文献


摘要:Lumb, J.-P.; Esguerra, K. V. N., Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (2017) 1, 610.
摘要:Toxicology and Applied Pharmacology., 17(669), 1970 []
摘要:Guillet, E.; Malenfant, C.; Canesi, S., Science of Synthesis: Dearomatizations, (2026) .
参考文献:10.1016/j.envpol.2019.06.077
摘要:Liu R, Mabury SA. Unexpectedly high concentrations of 2,4-di-tert-butylphenol in human urine. Environ Pollut. 2019 Sep;252(Pt B):1423–8. doi: 10.1016/j.envpol.2019.06.077.
参考文献:10.1016/1043-4666(92)90067-2
摘要:Brekke OL, Shalaby MR, Sundan A, Espevik T, Bjerve KS. Butylated hydroxyanisole specifically inhibits tumor necrosis factor-induced cytotoxicity and growth enhancement. Cytokine. 1992 Jul;4(4):269–80. doi: 10.1016/1043-4666(92)90067-2.
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