83622-42-8

Basic information

• Product Name: 2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: (Chloromethyl)boronic acid pinacol ester (may contain 5% (Bromomethyl)boronic acid pinacol ester);2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;chloroMethylboronic acid, pinacol ester;Pinacol (Chloromethyl)boronate;2-(2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 83622-42-8
• Molecular Formula: C₇H₁₄BClO₂
• Molecular Weight: 176
• Product Categories: organic boroinic acid;Organic boronic acid
• Mol File: 83622-42-8.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 81℃ (14 Torr)
• Appearance: /
• Density: 1.02±0.1 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(83622-42-8)
• EPA Substance Registry System: 2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(83622-42-8)

Safety Data

• Hazardous Substances Data: 83622-42-8(Hazardous Substances Data)

Usage

General Description

2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a chemical compound that belongs to the class of boronic acids and derivatives. It is a colorless liquid with a molecular formula of C9H19BClO2 and a molecular weight of 204.51 g/mol. 2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is widely used in organic synthesis and pharmaceutical research as a reagent for the synthesis of various biologically active compounds. It is also employed in the Suzuki-Miyaura cross-coupling reaction, which is an important method for the formation of carbon-carbon bonds in organic chemistry. Additionally, 2-(Chloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane has been studied for its potential applications in the development of new materials and as a building block for the construction of complex molecules.

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 83622-41-7 pinacol dichloromethylboronic ester 
• 5419-55-6 Triisopropyl borate 
• 593-71-5 Chloroiodomethane 
• 74-97-5 chlorobromomethane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 121-43-7 Trimethyl borate 

Relevant articles and documents

4,7-Dichloro benzothien-2-yl sulfonylaminomethyl boronic acid: First boronic acid-derived beta-lactamase inhibitor with class A, C, and D activity

4,7-Dichloro-1-benzothien-2-yl sulfonylaminomethyl boronic acid (DSABA, Compound I) was discovered as the first boronic acid-based class D beta-lactamase inhibitor. It exhibited an IC50 of 5.6 μM against OXA-40. The compound also inhibited class A and C beta-lactamases with sub to low μM IC50, and synergized with imipenem against Acinetobacter baumannii.

PYRAZOLOPYRIMIDINE DERIVATIVES AS BTK INHIBITORS FOR THE TREATMENT OF CANCER

This invention relates to novel compounds. The compounds of the invention are tyrosine kinase inhibitors. Specifically, the compounds of the invention are useful as inhibitors of Bruton's tyrosine kinase (BTK). The invention also contemplates the use of t

Characterization of d-boroAla as a novel broad-spectrum antibacterial agent targeting d-Ala-d-Ala ligase

d-boroAla was previously characterized as an inhibitor of bacterial alanine racemase and d-Ala-d-Ala ligase enzymes (Biochemistry, 28, 1989, 3541). In this study, d-boroAla was identified and characterized as an antibacterial agent. d-boroAla has activity against both Gram-positive and Gram-negative organisms, with minimal inhibitory concentrations down to 8μg/mL. A structure-function study on the alkyl side chain (NH2-CHR-B(OR')2) revealed that d-boroAla is the most effective agent in a series including boroGly, d-boroHomoAla, and d-boroVal. l-boroAla was much less active, and N-acetylation completely abolished activity. An LC-MS/MS assay was used to demonstrate that d-boroAla exerts its antibacterial activity by inhibition of d-Ala-d-Ala ligase. d-boroAla is bactericidal at 1× minimal inhibitory concentration against Staphylococcus aureus and Bacillus subtilis, which each encode one copy of d-Ala-d-Ala ligase, and at 4× minimal inhibitory concentration against Escherichia coli and Salmonella enterica serovar Typhimurium, which each encode two copies of d-Ala-d-Ala ligase. d-boroAla demonstrated a frequency of resistance of 8×10-8 at 4× minimal inhibitory concentration in S. aureus. These results demonstrate that d-boroAla has promising antibacterial activity and could serve as the lead agent in a new class of d-Ala-d-Ala ligase targeted antibacterial agents. This study also demonstrates d-boroAla as a possible probe for d-Ala-d-Ala ligase function.