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

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

Uses

Used in Organic Synthesis:
3-(Chlorocarbonylphenyl)boronic anhydride is used as a versatile reagent for the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. Its powerful electrophilic nature makes it suitable for a wide range of reactions.
Used in Suzuki-Miyaura Cross-Coupling Reactions:
In the field of medicinal chemistry and drug discovery, 3-(Chlorocarbonylphenyl)boronic anhydride is used as a key component in Suzuki-Miyaura cross-coupling reactions. These reactions facilitate the formation of carbon-carbon bonds, which are crucial for the synthesis of complex organic molecules and the development of new drugs.
Used in the Preparation of Boronic Acids and Esters:
3-(Chlorocarbonylphenyl)boronic anhydride is utilized as a starting material for the preparation of various boronic acids and esters. These compounds are essential in organic chemistry and have applications in the synthesis of biologically active molecules and materials.
Used in Biomolecule Modification for Bioconjugation Studies:
In biochemistry and molecular biology, 3-(Chlorocarbonylphenyl)boronic anhydride is employed for the modification of biomolecules, such as proteins and nucleic acids, to enable bioconjugation studies. This allows for the development of novel bioconjugates with potential applications in diagnostics, therapeutics, and biosensing.

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.

NANOPARTICLES STABILIZED WITH NITROPHENYLBORONIC ACID COMPOSITIONS

PROBLEM TO BE SOLVED: To provide nanoparticles comprising a polyol-containing polymer and a nitrophenylboronic acid-containing polymer, for effective and specific delivery of a compound of interest. SOLUTION: A nanoparticle comprises a polyol-containing polymer coupled through a reversible covalent linkage to a nitrophenylboronic acid-containing polymer. The nitrophenylboronic acid-containing polymer is configured to be present in an environment external to the nanoparticle. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

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

Nitro phenyl boron acid composition stabilized nanoparticles (by machine translation)

[Problem] to provide for delivery of the compounds of the nano-particle carrier. [Solution] boronic acid-containing polymer polyol containing polymer nanoparticles with a coupling. The nanoparticles, the nanoparticles present in the environment outside of the boronic acid containing polymers as nanoparticles. Targeting nanoparticles version and related compositions, method and system. Figure 1 [drawing] (by machine translation)

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.

TARGETED NANOPARTICLES

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.

TARGETED NANOPARTICLES

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.