332154-58-2

Basic information

• Product Name: 3-(Chlorocarbonylphenyl)boronic anhydride
• Synonyms: 3-BORONOBENZOYL CHLORIDE;3-CHLOROCARBONYLPHENYLBORONIC ANHYDRIDE;Boronic acid, [3-(chlorocarbonyl)phenyl]- (9CI);3-Chlorocarbonylbenzeneboronic anhydride, tech. 90%
• CAS NO: 332154-58-2
• Molecular Formula: C7H4BClO2
• Molecular Weight: 166.37
• Product Categories: ACIDHALIDE;blocks;BoronicAcids;Carboxes;Boronic acid
• Mol File: 332154-58-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 252-254℃
• Boiling Point: 511.5 °C at 760 mmHg
• Flash Point: 263.1 °C
• Appearance: /
• Density: 1.43 g/cm³
• CAS DataBase Reference: 3-(Chlorocarbonylphenyl)boronic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Chlorocarbonylphenyl)boronic anhydride(332154-58-2)
• EPA Substance Registry System: 3-(Chlorocarbonylphenyl)boronic anhydride(332154-58-2)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 332154-58-2(Hazardous Substances Data)

Usage

General Description

3-(Chlorocarbonylphenyl)boronic anhydride is a chemical compound that belongs to the class of boronic anhydrides. It is a white solid with the molecular formula C12H10BClO3 and a molecular weight of 248.47 g/mol. This chemical is a versatile reagent that is commonly used in organic synthesis, particularly in the synthesis of pharmaceuticals and agrochemicals. It is a powerful electrophile and has been used in a wide range of reactions, including Suzuki-Miyaura cross-coupling reactions, which makes it an important tool in the field of medicinal chemistry and drug discovery. Additionally, 3-(Chlorocarbonylphenyl)boronic anhydride has found applications in the preparation of various boronic acids and esters, as well as in the modification of biomolecules for bioconjugation studies. Overall, it is a valuable building block in organic chemistry that allows for the efficient and selective construction of carbon-carbon bonds.

InChI:InChI=1/C7H4BClO2/c9-7(10)5-2-1-3-6(4-5)8-11/h1-4H

Upstream product

• 25487-66-5 3-Carboxyphenylboronic acid 

Relevant articles and documents

Synthesis of a phenylboronic acid-functionalized thermosensitive block copolymer and its application in separation and purification of vicinal-diol-containing compounds

A phenylboronic acid-functionalized amphiphilic thermosensitive block copolymer was prepared by taking PEO20PPO60PEO20 as the template and a detailed study of its performance in downstream separation processes was presented. Alizarin red was used as the model compound to study the feasibility of using an affinity adsorption system and aqueous two-phase flotation system based on the phenylboronic acid-functionalized PEO20PPO60PEO20 for the separation and purification of ortho-hydroxyl compounds. The optimized conditions of the affinity adsorption experiment were: 2% phenylboronic acid-functionalized PEO20PPO60PEO20, 0.3 mg alizarin red, 40% K2HPO4 and 4 h adsorption time. The affinity adsorption rate of alizarin red reached 98% under such conditions. In addition, a flotation recovery of alizarin red of 97% was obtained under the optimal conditions of aqueous two-phase flotation: 0.3 g of collector, 12 g K2HPO4, 0.6 mg alizarin red, 15 mL min-1 nitrogen flow rate and 40 min flotation time. Both methods are capable of separating alizarin red, suggesting their broad application prospect in downstream separation engineering of vicinal-diol-containing compounds.

TARGETED NANOPARTICLES

PROBLEM TO BE SOLVED: To provide nanoparticles for effective and specific delivery of drugs. SOLUTION: A carrier nanoparticle comprises a polyol-containing polymer coupled through a reversible covalent linkage to a boronic acid-containing polymer, particularly a polymer containing a nitrophenylboronic acid group. The nanoparticle is configured to present the boronic acid-containing polymer to an external environment. The boronic acid-containing polymer is conjugated to a targeting ligand at its terminal end opposite the nanoparticle. SELECTED DRAWING: Figure 16 COPYRIGHT: (C)2019,JPOandINPIT

NANOPARTICLES STABILIZED WITH NITROPHENYLBORONIC ACID COMPOSITIONS

Described herein are carrier nanoparticles comprising a polymer containing a polyol coupled to a polymer containing a boronic acid, configured to present the polymer containing a boronic acid to an environment external to the nanoparticle. Targeted versions of the described nanoparticles are also described, as are related compositions, methods and systems.