89466-08-0

Basic information

• Product Name: 2-Hydroxyphenylboronic acid
• Synonyms: RARECHEM AH PB 0223;O-HYDROXYPHENYLBORONIC ACID;AKOS BRN-0196;2-HYDROXYPHENYLBORONIC ACID;2-HYDROXYBENZENEBORONIC ACID;2-Boronophenol~2-Hydroxyphenylboronic acid;2-Boronophenol;2-Hydroxyphenylboronic
• CAS NO: 89466-08-0
• Molecular Formula: C₆H₇BO₃
• Molecular Weight: 137.93
• EINECS: 1308068-626-2
• Product Categories: blocks;BoronicAcids;Aryl;Boronic acid;Organoborons;B (Classes of Boron Compounds);Boronic Acids;Boronate Ester;Potassium Trifluoroborate
• Mol File: 89466-08-0.mol
• Article Data: 18

Chemical Properties

• Melting Point: 178-182°C
• Boiling Point: 327.3 °C at 760 mmHg
• Flash Point: 151.7 °C
• Appearance: White/Powder
• Density: 1.32 g/cm³
• Vapor Pressure: 8.28E-05mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Acetonitrle (Slightly), DMSO (Slightly)
• PKA: 8.61±0.58(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 2962938
• CAS DataBase Reference: 2-Hydroxyphenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxyphenylboronic acid(89466-08-0)
• EPA Substance Registry System: 2-Hydroxyphenylboronic acid(89466-08-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-22
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 89466-08-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 89466-08-0 differently. You can refer to the following data:
1. suzuki reaction
2. 2-Hydroxybenzeneboronic acid is used as a pharmaceutical intermediate.

InChI:InChI=1/C6H7BO3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8-10H

Upstream product

• 95-56-7 2-hydroxybromobenzene 
• 213211-69-9 (2-ethoxyphenyl)boronic acid 
• 121-43-7 Trimethyl borate 
• 36601-47-5 2-bromophenyl trimethylsilyl ether 
• 13061-96-6 dihydroxy-methyl-borane 
• 269409-97-4 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 
• 824-91-9 O-methoxymethylphenol 
• 13675-18-8 tetrahydroxydiboron 
• 533-58-4 2-Iodophenol 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 1034050-50-4 C₈H₉BO₄ 
• 5419-55-6 Triisopropyl borate 
• 108-95-2 phenol 
• 7732-18-5 water 

Downstream Products

• 863578-50-1 3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester 
• 1034050-50-4 C₈H₉BO₄ 
• 444989-47-3 2-(3-chloro-pyridin-4-yl)-phenol 
• 444989-48-4 2-(4-chloropyridin-3-yl)-phenol 
• 1018687-73-4 2-(2-chloro-pyridin-3-yl)-phenol 
• 1144508-63-3 ((R)-2,4-dibenzylpiperazin-1-yl)(3-(2-hydroxyphenyl)thiophen-2-yl)methanone 
• 1144508-57-5 (3R)-tert-butyl 3-benzyl-4-(3-(2-hydroxyphenyl)thiophene-2-carbonyl)piperazine-1-carboxylate 
• 1131410-94-0 C₁₅H₁₄ClN₅O₂ 
• 143084-41-7 8-(2''-hydroxyphenyl)-2'-deoxyguanosine 
• 1202168-38-4 (E)-2-(2-hydroxy-phenyl)-3-(4-methoxy-phenyl)-1-(3,4,5-trimethoxy-phenyl)-prop-2-en-1-one 
• 1202168-39-5 (E)-3-(3-fluoro-4-methoxy-phenyl)-2-(2-hydroxy-phenyl)-1-(3,4,5-trimethoxy-phenyl)-prop-2-en-1-one 
• 1202168-40-8 (E)-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxyphenyl]-2-(2-hydroxy-phenyl)-1-(3,4,5-trimethoxy-phenyl)-prop-2-en-1-one 
• 1101139-19-8 [2-amino-6-(2-hydroxyphenyl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone 
• 444-30-4 2-(trifluoromethyl)phenol 

Relevant articles and documents

Preparation method of hydroxyphenylboronic acid

The invention discloses a preparation method of hydroxyphenylboronic acid, which belongs to the technical field of boric acid synthesis in medical intermediates. The method comprises the following steps: starting from bromophenol, carrying out BOC, trimethylsilyl or benzyl protection, forming a Grignard reagent, reacting with borate, or carrying out one-pot reaction with borate and n-butyllithium,and hydrolyzing to obtain hydroxyphenylboronic acid. According to the invention, cheap and easily available protecting groups are adopted, so that the protecting groups are easy to remove during boronation reaction hydrolysis, industrial amplification is easy to realize, batch production is carried out on the scale of dozens of kilograms, and the process stability is good.

Virtues of Volatility: A Facile Transesterification Approach to Boronic Acids

Boronic acids are an increasingly important compound class for many applications, including C-C bond formation reactions, medicinal chemistry, and diagnostics. The deprotection of boronic ester intermediates is frequently a problematic and inefficient step in boronic acid syntheses. We describe an approach that highly facilitates this transformation by leveraging the volatility of methylboronic acid and its diol esters. The method is performed under mild conditions, provides high yields, and eliminates cumbersome and problematic purification steps.

Rhodium(II)-Catalyzed Aryl C?H Carboxylation of 2-Pyridylphenols with CO2

A protocol for C?H carboxylation of electron-deficient 2-pyridylphenols with CO2 through a Rh(II)-catalyzed C?H bond activation under redox-neutral conditions has been developed. A suitable phosphine ligand was crucial for this reaction. This m