CAS: 89466-08-0; 2-Hydroxyphenylboronic Acid

该化合物是一种有机体化合物,其特点是,一种附于氢氧基代苯苯环的有机体,其分子结构中含有一种苯丙酸基氢氧基(-OH)或硫酸组(-B(OH)2),该组有助于其独特的再反应和特性.该化合物一般是白色至白色的固态,在水和酒精等极溶剂中可溶解,因此可用于各种化学应用. 2-Hydrox-苯乙基乙酸具有形成可逆共价联结于二醇的能力,这对传感器和药物运载系统的发展具有重要意义.此外,该化合物在铃木-米亚鲁的交叉反应中发挥着作用,有助于形成有机合成中的碳-碳联结.该化合物的腐化功能还允许它参与与生物olecux-benebronical应用的复合体.

英文名称2-Hydroxyphenylboronic Acid
中文名称2-羟基苯硼酸
IUPAC名称(2-hydroxyphenyl)boronic acid
其它别名2-羟苯基硼酸; 2羟基苯硼酸
CAS编号89466-08-0
MFCD编号:MFCD01074581
EINECS号:677-277-5
FDA UNII编号:F8U92C2W35
分子式:C6H7BO3
分子量:137.93
产品CID: 1916392
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
InChIKey: YDMRDHQUQIVWBE-UHFFFAOYSA-N
InChI=1S/C6H7BO3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8-10H…
计算化学: 氢键受体数3.0氢键供体数3.0可旋转键数1.0

物理性质

熔点185°C
沸点327.3°C at 760 mmHg
闪点151.7±28.4 °C
密度1.3±0.1 g/cm3
pKa:8.61±0.58(预测)
PSA:60.69
LogP:-0.928
折射率1.582
蒸汽压0.0±0.7 mmHg at 25°C
溶解性Acetonitrle (Slightly), DMSO (Slightly)
敏感性按规定使用和贮存的不会分解，避氧化物
外观形态白色粉末
储存条件置于阴暗处,密封, 常温干燥保存
产品应用该化合物用于中间体药物.

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
急性毒性类别4(经口)
严重眼损伤类别1
急性毒性类别4(吸入)
急性毒性类别4(经皮)
严重眼刺激类别2A
警示词Warning(警告)
危险描述H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
H302 |吞咽有害.
H318 |造成严重眼损伤.
H332 |吸入有害.
H312 |皮肤接触有害.
防范说明P264-P270-P280-P330-P501
危险等级8
UN编号1759.0
危险品标志Xi,Xn
包装等级Ⅲ
安全声明26-36/37/39
危险类别码36/37/38-41-22

欧盟法规

C&L通报

上下游产品

合成工艺路线路线简述

合成目标产物 2-Hydroxyphenylboronic Acid 主要起始原料 2-Methoxyphenylboronic Acid
269409-97-4 = 89466-08-0
反应条件:1.1 Reagents: Boronic Acid (Polystyrene Supported) Catalysts: Hydrochloric Acid Solvents: Acetonitrile,Water; 18 H,Rt
标题:Deprotection Of Pinacolyl Boronate Esters By Transesterification With Polystyrene-Boronic Acid
作者:Pennington,Thomas E.; Kardiman,Cynantya; Hutton,Craig A.
参考文献:Tetrahedron Letters 日期:2004 卷标:45(35) 页码:6657-6660]

= 89466-08-0
反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether,Hexane; -90 °C; -90 °C -> Rt; 2 H,Rt; Rt -> -90 °C1.2 Reagents: Trimethyl Borate; 0.5 H,-90 °C; 15 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Cooled; 0.5 H
标题:An Expedient Synthesis Of Ellipticine Via Suzuki-Miyaura Coupling
作者:Konakahara,Takeo; Kiran,Y. B.; Okuno,Yuri; Ikeda,Reiko; Sakai,Norio
参考文献:Tetrahedron Letters 日期:2010 卷标:51(17) 页码:2335-2338]

= 89466-08-0
反应条件:1.1 Reagents: Chloromethyl Methyl Ether,Sodium Hydride Solvents: Dimethylformamide; 0 °C; 2 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C1.3 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 0 °C; 2 H,Rt1.4 Reagents: Trimethyl Borate; 0 °C; 1 H,Rt1.5 Reagents: Hydrochloric Acid Solvents: Water; Rt; 24 H,Rt
标题:Enantiodivergent Atroposelective Synthesis Of Chiral Biaryls By Asymmetric Transfer Hydrogenation: Chiral Phosphoric Acid Catalyzed Dynamic Kinetic Resolution
作者:Mori,Keiji; Itakura,Tsubasa; Akiyama,Takahiko
参考文献:Angewandte Chemie 日期:2016 卷标:55(38) 页码:11642-11646]

824-91-9 = 89466-08-0
反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran; 0 °C; 2 H,Rt; Rt -> 0 °C1.2 Reagents: Trimethyl Borate; 1 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Acidified,0 °C; 24 H,Rt
标题:Rhodium(Ii)-Catalyzed Aryl C-H Carboxylation Of 2-Pyridylphenols With Co2
作者:Cai,Zhihua; Li,Shangda; Gao,Yuzhen; Li,Gang
参考文献:Advanced Synthesis & Catalysis 日期:2018 卷标:360(20) 页码:4005-4011]

685890-97-5 = 89466-08-0 [标题:Reaction Conditions
标题:2,2'-Dihydroxybenzophenones And Derivatives. Efficient Synthesis And Structure Endoscopy By Dft And Nmr. Credentials As Potent Antiinflammatory Agents.
作者:Tzeli,Demeter; Kozielewicz,Pawel; Zervou,Maria; Potamitis,Constantinos; Kokkotou,Katerina; Et Al
参考文献:Chemistryselect 日期:2016 卷标:1(10) 页码:2426-2438]

= 89466-08-0
反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether,Hexane; -80 °C; -80 °C -> Rt; 2 H,Rt; Rt -> -80 °C1.2 Reagents: Trimethyl Borate Solvents: Diethyl Ether; 0.5 H,-80 °C; 15 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Diethyl Ether,Water; Cooled; 0.5 H,Cooled
标题:The Natural Product Magnolol As A Lead Structure For The Development Of Potent Cannabinoid Receptor Agonists
作者:Fuchs,Alexander; Rempel,Viktor; Mueller,Christa E.
参考文献:Plos One 日期:2013 卷标:8(10)]

269409-97-4 = 89466-08-0
反应条件:1.1 Reagents: Methylboronic Acid Catalysts: Trifluoroacetic Acid Solvents: Dichloromethane; Overnight,Rt
标题:Virtues Of Volatility: A Facile Transesterification Approach To Boronic Acids
作者:Hinkes,Stefan P. A.; Klein,Christian D. P.
参考文献:Organic Letters 日期:2019 卷标:21(9) 页码:3048-3052]

850313-92-7 = 89466-08-0
反应条件:1.1 Reagents: Chlorotrimethylsilane Solvents: Acetonitrile,Water; 1 H,Rt
标题:Deprotection Of Pinacolyl Boronate Esters Via Hydrolysis Of Intermediate Potassium Trifluoroborates
作者:Yuen,Alexander K. L.; Hutton,Craig A.
参考文献:Tetrahedron Letters 日期:2005 卷标:46(46) 页码:7899-7903]

5720-06-9 = 89466-08-0
反应条件:1.1 Reagents: Boron Tribromide Solvents: Dichloromethane; 1 H,-78 °C; -78 °C -> Rt; 2 H,Rt1.2 Reagents: Water; Cooled
标题:One-Pot Synthesis Of Xanthone By Carbonylative Suzuki Coupling Reaction
作者:Loureiro,Daniela R. P.; Soares,Jose X.; Maia,Ana; Silva,Andre M. N.; Rangel,Maria; Et Al
参考文献:Chemistryselect 日期:2021 卷标:6(18) 页码:4511-4514

2-溴苯酚置于正丁基锂,硼酸三甲酯,盐酸体系中,用乙醚,正己烷,水作为反应溶剂,化学反应 18.0H,以85%的收率获得产物2-羟基苯硼酸
参考文献:通过铃木-宫浦偶合方便地合成玫瑰树碱
标题:通过铃木-宫浦偶合方便地合成玫瑰树碱
摘要:通过使用pd(oac)2作为催化剂和cu(oac)2 .H2O作为添加剂,通过空间敏感的2-羟基苯硼酸与多官能芳基卤化物的suzuki-Miyaura偶联,开发了玫瑰树碱的简单有效的全合成方法.在dmso / H2O中作为关键步骤,然后进行双重n-芳基化和环化.
DOI:10.1016/j.Tetlet.2010.02.125

海关参考信息

2908199090-其他酚的卤化衍生物
2908999090-其他酚的硝化衍生物
2918290000-其他含酚基羧酸
2905199090-其他饱和一元醇
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-2025179012-A1
优先权日:2022-03-04
标题:Synthesis of sulfur(vi) compounds and reagents for same
发明人：LOPCHUK JUSTIN MATTHEW; SHULTZ ZACHARY
权利人:H LEE MOFFITT CANCER CT & RES
摘要:This disclosure provides reagents and processes for the synthesis of organic compounds, more particularly reagents and processes for the asymmetric synthesis of sulfur (VI) containing organic compounds.

专利号:US-2009076268-A1
优先权日:2007-09-14
标题:Facile assembly of fused benzofuro-heterocycles
发明人：FITZGERALD ANNE E; LIU JING; MANI NEELAKANDHA S
权利人:FITZGERALD ANNE E; LIU JING; MANI NEELAKANDHA S
摘要:This invention concerns the synthesis of polycyclic structural components of pharmacological compounds, including the synthesis of fused benzofuro-heterocycles, through selective palladium-catalyzed cross-coupling and intramolecular cyclization.

专利号:US-9744252-B2
优先权日:2011-08-17
标题:Compounds for binding to the platelet specific glycoprotein IIb/IIIa and their use for imaging of thrombi
发明人：BERGER MARKUS; KRUGER MARTIN; LOHRKE JESSICA; REINHARDT MICHAEL; SIEBENEICHER HOLGER
权利人:PIRAMAL IMAGING SA
摘要:The present invention relates to novel fluorine containing compounds, methods for their preparation, the intermediates of the synthesis, their use as diagnostic agents, especially for imaging of thrombi. The invention relates to positron emission tomography (PET) agents and associated precursor reagents, and methods for producing such radiolaveled agents for imaging of thrombi in a mammalian body. More particularly, the invention relates to small nonpeptide, high-affinity, specific-binding glycoprotein IIb/IIIa antagonists for imaging of thrombi.

专利号:US-11767302-B2
优先权日:2020-10-01
标题 :Reagents and methods for tetrazine synthesis
发明人：FOX JOSEPH M; LAMBERT WILLIAM; FANG YINZHI; AM ENDE CHRISTOPHER WILLIAM; MAHAPATRA SUBHAM; XIE YIXIN; WANG CHUANQI
权利人:UNIV DELAWARE
摘要:Disclosed herein are mono- and di-substituted tetrazines and methods of their preparation and converting an oxetanyl ester to a thio-substituted tetrazine, which is then converted to a mono-substituted tetrazine, a di-substituted tetrazine, or a vinylether disubstituted tetrazine.

专利号:US-9351954-B2
优先权日:2009-12-04
标题:Multicyclic compounds and methods of use thereof
发明人：SHAO LIMING; CAMPBELL JOHN EMMERSON; HEWITT MICHAEL CHARLES; CAMPBELL UNA; HANANIA TALEEN G
权利人:SUNOVION PHARMACEUTICALS INC; PGI DRUG DISCOVERY LLC
摘要:Provided herein are multicyclic compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. For example, disclosed herein are compounds having formula (IIa) shown below, or a pharmaceutically acceptable salt or stereoisomer thereof, wherein the variables are defined herein. The compounds provided herein are useful for the treatment, prevention, and/or management of various neurological disorders, including but not limited to, psychosis and schizophrenia.

专利号:US-7122694-B2
优先权日:1998-11-06
标题 :Hydroboronation process
发明人：MARCUCCIO SEBASTIAN MARIO; RODOPOULOS MARY; WEIGOLD HELMUT
权利人:BORON MOLECULAR PTY LTD
摘要:The invention relates to processes for the synthesis of aryl or alkene borates which comprises reacting: (i) an olefinic compound having a halogen or halogen-like substituent in a vinylic substitution position, or (ii) an aromatic ring having a halogen or halogen-like substituent in a ring substitution position, with a disubstituted monohydroborane in the presence of a Group 8-11 metal catalyst. The invention also relates to the use of these borates in coupling reactions. The invention further relates to certain disubstituted monohydroboranes and aryl or alkene borates.