149105-19-1

Basic information

• Product Name: 2-Carboxyphenylboronic acid
• Synonyms: 2-BORONOBENZOIC ACID;2-CARBOXYBENZENEBORONIC ACID;2-CARBOXYPHENYLBORONIC ACID;(2-DIHYDROXYBORONYL)BENZOIC ACID;2-(DIHYDROXYBORYL)BENZOIC ACID;RARECHEM AH PB 0146;O-CARBOXYPHENYLBORONIC ACID;2-CarboxyphenylboronicAcid97+%
• CAS NO: 149105-19-1
• Molecular Formula: C₇H₇BO₄
• Molecular Weight: 165.94
• EINECS: -0
• Product Categories: blocks;BoronicAcids;Carboxes;Substituted Boronic Acids;Boronic Acids & Esters;Phenyls & Phenyl-Het;Boronic acids;Heterocyclic Compounds;Aryl;Organoborons;Boronic acid;Boronic Acids & Esters;Phenyls & Phenyl-Het;Boronate Ester;Potassium Trifluoroborate;Pyrazines
• Mol File: 149105-19-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 138-141°C
• Boiling Point: 412.3 ºC at 760 mmHg
• Flash Point: 203.2 ºC
• Appearance: White powder
• Density: 1.4 g/cm³
• Vapor Pressure: 1.54E-07mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: Keep Cold
• Solubility: soluble in Methanol
• PKA: 4.27±0.36(Predicted)
• BRN: 2835407
• CAS DataBase Reference: 2-Carboxyphenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Carboxyphenylboronic acid(149105-19-1)
• EPA Substance Registry System: 2-Carboxyphenylboronic acid(149105-19-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22-36/37
• Safety Statements: 26-36/37/39-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 149105-19-1(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

2-Carboxyphenylboronic acid is used in the studies on a new class of carbohydrate-binding boronic acids called the boronophthalide; a sugar-binding boronic acids that is soluble and capable of complexing glycosides in neutral water.

InChI:InChI=1/C7H7BO4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4,11-12H,(H,9,10)

Upstream product

• 124-38-9 carbon dioxide 
• 1229227-01-3 C₁₈H₁₂B₃Br₃O₃ 
• 16419-60-6 2-Methylphenylboronic acid 

Downstream Products

• 134363-45-4 2-(pyridin-3′-yl) benzoic acid 
• 67856-50-2 4’-cyano[1,1’-biphenyl]-2-carboxylic acid 
• 57743-13-2 2'-cyano-[1,1'-biphenyl]-2-carboxylic acid 
• 84392-17-6 4'-(trifluoromethyl)-2-biphenylcarboxylic acid 
• 37174-74-6 3'-nitro-[1,1'-biphenyl]-2-carboxylic acid 
• 339538-61-3 2-(5-Trifluoromethyl-pyridin-2-yl)-benzoic acid 
• 133362-99-9 2-(pyridin-4-yl)benzoic acid 
• 13764-20-0 2-(2-Pyridinyl)benzoic Acid 
• 69-72-7 salicylic acid 

Relevant articles and documents

A practical preparation of 2-carboxyphenylboronic acid and its application for the preparation of biaryl-2-carboxylic acids using Suzuki coupling reactions

A practical synthesis of 2-carboxyphenylboronic from 2-tolylboronic acid and aqueous potassium permanganate under mild conditions is reported. The title compound couples with aryl bromides containing electron-withdrawing groups to give biaryl-2-carboxylic

METHOD FOR THE PRODUCTION OF BORONIC ACIDS CARRYING CYANOALKYL, CARBOXYL AND AMINOCARBONYL GROUPS AND THEIR DERIVATIVES

A process for the manufacture of aminocarbonyl boronic acids of formula (IV) by converting the compounds of formula (III) with a Br?nsted base Y(OH)n in a solvent or a solvent mixture, in which Z represents an optionally substituted arylene, heteroarylene, alkene, heteroalkene, alkylidene, heteroalkylidene, alkenylidene, heteroalkenylidene, alkynylidene, arylalkylene, heteroarylalkylene, arylheteroalkylene, heteroarylheteroalkylene, alkylheteroarylene, heteroalkylheteroarylene, or alkylarylene group; Y represents a metal or ammonium cation of valence n with 0n5; and B represents boronic acid, boronic acid ester, or a borate, or a boronic acid anhydride. The aminocarbonyl boronic acids of formula (IV) can be further hydrolyzed to form the carboxy boronic acid of formula (V).