158429-66-4

Basic information

• Product Name: (2-METHYL-4-CARBOXYPHENYL)BORONIC ACID
• Synonyms: (2-METHYL-4-CARBOXYPHENYL)BORONIC ACID;4-Carboxy-2-methylphenylboronic acid;4-Borono-3-Methylbenzoic acid
• CAS NO: 158429-66-4
• Molecular Formula: C₈H₉BO₄
• Molecular Weight: 179.96566
• Mol File: 158429-66-4.mol

Chemical Properties

• Boiling Point: 409.2 °C at 760 mmHg
• Flash Point: 201.3 °C
• Appearance: /
• Density: 1.34 g/cm³
• Storage Temp.: Room temperature.
• PKA: 4.15±0.10(Predicted)
• CAS DataBase Reference: (2-METHYL-4-CARBOXYPHENYL)BORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2-METHYL-4-CARBOXYPHENYL)BORONIC ACID(158429-66-4)
• EPA Substance Registry System: (2-METHYL-4-CARBOXYPHENYL)BORONIC ACID(158429-66-4)

Safety Data

• Hazardous Substances Data: 158429-66-4(Hazardous Substances Data)

Usage

Uses

Used in Chemical Industry:
(2-Methyl-4-carboxyphenyl)boronic acid is used as a reagent in various organic reactions, particularly in Suzuki coupling reactions, which are extensively used in organic and medicinal chemistry. Its boronic acid structure allows it to participate in cross-coupling reactions, facilitating the formation of carbon-carbon bonds.
Used in Pharmaceutical Industry:
(2-Methyl-4-carboxyphenyl)boronic acid is used as a building block in the synthesis of complex organic molecules, including potential drug candidates. Its carboxylic acid moiety can be used for further functionalization, making it a versatile intermediate in the development of new pharmaceutical compounds.
Used in Material Science:
(2-Methyl-4-carboxyphenyl)boronic acid is used as a precursor in the synthesis of advanced materials, such as polymers and composites, where its acidic properties may contribute to the overall properties of the final product.
Used in Analytical Chemistry:
(2-Methyl-4-carboxyphenyl)boronic acid is used as a pH adjuster in certain applications, such as in titration or buffer solutions, due to its potential acidic properties. This can be particularly useful in the analysis of samples where precise pH control is required.

Upstream product

• 121-43-7 Trimethyl borate 
• 7697-28-1 4-bromo-3-methylbenzoic acid 

Downstream Products

• 1366131-42-1 4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-methylbenzoic acid 
• 1258878-93-1 4-(5-bromopyridin-2-yl)-3-methylbenzoic acid 
• 673456-18-3 3-bromomethyl-4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzoic acid methyl ester 
• 158429-38-0 (4-(methoxycarbonyl)-2-methylphenyl)boronic acid 

Relevant articles and documents

Fast and Tight Boronate Formation for Click Bioorthogonal Conjugation

A new click bioorthogonal reaction system was devised to enable the fast ligation (kON≈340 m-1 s-1) of conjugatable derivatives of a rigid cyclic diol (nopoldiol) and a carefully optimized boronic acid partner, 2-methyl-5-carboxymethylphenylboronic acid. Using NMR and fluorescence spectroscopy studies, the corresponding boronates were found to form reversibly within minutes at low micromolar concentration in water, providing submicromolar equilibrium constant (Keq≈105-106 m-1). Efficient protein conjugation under physiological conditions was demonstrated with model proteins thioredoxin and albumin, and characterized by mass spectrometry and gel electrophoresis.

2-AMINOQUINAZOLINE DERIVATIVE

The present invention provides a compound represented by Formula (I) (wherein R 1 and R 2 are the same or different, and each represents a hydrogen atom, substituted or unsubstituted lower alkyl and the like, R 3 represents substituted or unsubstituted aryl, a substituted or unsubstituted aromatic heterocyclic group and the like, R 4 and R 5 are the same or different, and each represents a hydrogen atom, halogen, substituted or unsubstituted lower alkyl, substituted or unsubstituted aryl and the like, proviso that they are not simultaneously hydrogen atoms, and R 6 represents hydroxy or substituted or unsubstituted lower alkoxy), or a pharmaceutically acceptable salt thereof and the like.

Modular Solid-Phase Synthetic Approach to Optimize Structural and Electronic Properties of Oligoboronic Acid Receptors and Sensors for the Aqueous Recognition of Oligosaccharides

This article describes the design and optimization of the first entirely modular, parallel solid-phase synthetic approach for the generation of well-defined polyamine oligoboronic acid receptors and fluorescence sensors for complex oligosaccharides. The s