870238-36-1

Basic information

• Product Name: 5-Chloro-2-formylphenylboronic acid
• Synonyms: 5-CHLORO-2-FORMYLPHENYLBORONIC ACID;AKOS BRN-0659;5-CHLORO-2-FORMYLPHENYLBORONIC;2-Borono-4-chlorobenzaldehyde;5-Chloro-2-formylbenzeneboronic acid
• CAS NO: 870238-36-1
• Molecular Formula: C7H6BClO3
• Molecular Weight: 184.38
• Product Categories: Boronic acids;Aryl;Organoborons
• Mol File: 870238-36-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 393.8 ºC at 760 mmHg
• Flash Point: 192ºC
• Appearance: /
• Density: 1.4 g/cm³
• Vapor Pressure: 6.58E-07mmHg at 25°C
• Refractive Index: 1.568
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 7.21±0.53(Predicted)
• CAS DataBase Reference: 5-Chloro-2-formylphenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-formylphenylboronic acid(870238-36-1)
• EPA Substance Registry System: 5-Chloro-2-formylphenylboronic acid(870238-36-1)

Safety Data

• Hazardous Substances Data: 870238-36-1(Hazardous Substances Data)

Usage

Uses

suzuki reaction

InChI:InChI=1/C7H6BClO3/c9-6-2-1-5(4-10)7(3-6)8(11)12/h1-4,11-12H

Upstream product

• 121-43-7 Trimethyl borate 
• 1246633-36-2 4-chloro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzaldehyde 
• 84459-33-6 2-bromo-4-chlorobenzaldehyde 
• 198967-22-5 2-bromo-4-chloro-1-(diethoxymethyl)benzene 
• 5419-55-6 Triisopropyl borate 

Downstream Products

• 1589546-25-7 C₂₉H₂₀ClO₂P 

Relevant articles and documents

Sustainable Passerini-tetrazole three component reaction (PT-3CR): selective synthesis of oxaborol-tetrazoles

A sustainable catalyst- and solvent-free Passerini-tetrazole three component reaction (PT-3CR) has been developed for the selective synthesis of benzoxaborol-tetrazoles for the first time. The synthetic potential of oxaboroles was demonstrated towards various functionalized tetrazoles, which are otherwise difficult to achieve through conventional PT-3CR from aromatic aldehydes/ketones. The reaction features high practicality, broad substrate scope and excellent yields (80-98%). Preliminary results of the asymmetric PT-3CR are also shown for the synthesis of chiral benzoxaboroles.

Design and enantioselective synthesis of 3-(α-acrylic acid) benzoxaboroles to combat carbapenemase resistance

Chiral 3-substituted benzoxaboroles were designed as carbapenemase inhibitors and efficiently synthesisedviaasymmetric Morita-Baylis-Hillman reaction. Some of the benzoxaboroles were potent inhibitors of clinically relevant carbapenemases and restored the activity of meropenem in bacteria harbouring these enzymes. Crystallographic analyses validate the proposed mechanism of binding to carbapenemases,i.e.in a manner relating to their antibiotic substrates. The results illustrate how combining a structure-based design approach with asymmetric catalysis can efficiently lead to potent β-lactamase inhibitors and provide a starting point to develop drugs combatting carbapenemases.