149104-88-1

Basic information

• Product Name: 4-(METHYLSULFONYL)PHENYLBORONIC ACID
• Synonyms: (4-methanesulfonylphenyl)boranediol;4-(Methylsulfonyl)phenylboronic acid ,98%;4-[(Methylsulfonyl)phenylboronic acid , May contain varying amounts of anhydride, 97%;4-(Methanesulfonyl)phenylboronic acid,4-(Methylsulfonyl)phenylboronic acid;BP 14541 4-(METHANESULFONYL)PHENYLBORONIC ACID;4-Boronophenyl methyl sulphone;4-(Methanesulfonyl)phenylboronic Acid 4-(Methanesulfonyl)benzeneboronic Acid;Boronic acid, B-[4-(Methylsulfonyl)phenyl]-
• CAS NO: 149104-88-1
• Molecular Formula: C₇H₉BO₄S
• Molecular Weight: 200.02
• EINECS: 1592732-453-0
• Product Categories: B (Classes of Boron Compounds);Boronic Acids & Esters;Phenyls & Phenyl-Het;Boronate Ester;Potassium Trifluoroborate;blocks;BoronicAcids;Boronic Acids & Esters;Phenyls & Phenyl-Het;Boronic acids;Boronic Acid;Aryl;Organoborons;Sulfonyl
• Mol File: 149104-88-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 275-277 °C
• Boiling Point: 445.5 °C at 760 mmHg
• Flash Point: 223.2 °C
• Appearance: Off-white/Powder
• Density: 1.39 g/cm³
• Vapor Pressure: 1.02E-08mmHg at 25°C
• Refractive Index: 1.566
• Storage Temp.: 0-6°C
• Solubility: soluble in Methanol
• PKA: 7.22±0.10(Predicted)
• CAS DataBase Reference: 4-(METHYLSULFONYL)PHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(METHYLSULFONYL)PHENYLBORONIC ACID(149104-88-1)
• EPA Substance Registry System: 4-(METHYLSULFONYL)PHENYLBORONIC ACID(149104-88-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25-22
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 149104-88-1(Hazardous Substances Data)

Usage

Description

4-(METHYLSULFONYL)PHENYLBORONIC ACID is an off-white powder that is a heteroaryl boronic acid with varying amounts of anhydride. It is known for its potential applications in various chemical reactions and processes due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
4-(METHYLSULFONYL)PHENYLBORONIC ACID is used as a reagent for the preparation of various pharmaceutical compounds, such as diarylaminopyridines as potential anti-malarial agents, hydropyranopyrazine via chloropyrazinecarboxaldehyde and olefination, biaryl sulfone derivatives as antagonists of the histamine H3 receptor, novel kinase inhibitor scaffolds with potential antitumor effects, and Hepatitis C virus inhibition activity of N-hydroxyisoquinoline derivatives.
Used in Chemical Synthesis:
4-(METHYLSULFONYL)PHENYLBORONIC ACID is used as a reagent in various chemical reactions, including sequential Suzuki cross-coupling reactions, copper-catalyzed oxidative trifluoromethylthiolation of aryl boronic acids, directed metalation and regioselective functionalization of 3-bromofuran and related heterocycles, Barton-Zard pyrrole cyclocondensations, Baeyer-Villiger oxidations, dipolar cycloaddition, and palladium-catalyzed cross-coupling processes.
Used in Suzuki Reaction:
4-(METHYLSULFONYL)PHENYLBORONIC ACID is used as a reagent in Suzuki reactions, which are widely employed in the synthesis of various organic compounds, including odanacatib intermediate synthesis and continuous flow Suzuki reactions.
Used in Biochemical Research:
4-(METHYLSULFONYL)PHENYLBORONIC ACID has been tested for its in vitro hormone-sensitive lipase inhibitory properties, which can be useful in the development of treatments for metabolic disorders and obesity.

InChI:InChI=1/C7H9BO4S/c1-13(11,12)7-4-2-6(3-5-7)8(9)10/h2-5,9-10H,1H3

Upstream product

• 98546-51-1 (4-thiomethoxyphenyl)boronic acid 
• 850693-09-3 C₇H₇BF₃O₂S^(1-) 

Downstream Products

• 221148-45-4 3-(4-methanesulfonyl-phenyl)-2-(4-methoxy-phenyl)-pyrazolo[1,5-b]pyridazine 
• 221148-29-4 2-(4-fluoro-phenyl)-3-(4-methanesulfonyl-phenyl)-6-methoxy-pyrazolo[1,5-b]pyridazine 
• 926934-11-4 4-[4-(4'-methanesulfonyl-biphenyl-2-ylmethyl)-piperazin-1-yl]-benzoic acid ethyl ester 
• 1062204-20-9 2-(4-Methanesulfonyl-phenyl)-6-morpholin-4-yl-9H-purine 
• 1239358-95-2 (S)-N₂-[1-(4-fluorophenyl)ethyl]-6-[4-(methylsulfonyl)phenyl]-N₄-(pyrazin-2-yl)pyrimidine-2,4-diamine 
• 1159489-03-8 (S)-N-((S)-cyano-(4-cyano-2-fluoro-benzyl)-methyl)-3-methyl-2-[(S)-2,2,2-trifluoro-1-(4'-methanesulfonyl-biphenyl-4-yl)-ethylamino]-butyramide 
• 1260227-21-1 C₃₀H₃₂F₃N₃O₃S 
• 1260227-20-0 C₂₉H₂₈F₃N₃O₃S 
• 1159488-92-2 (S)-N-((S)-1-cyano-2-phenyl-ethyl)-3-methyl-2-[(S)-2,2,2-trifluoro-1-(4'-methanesulfonyl-biphenyl-4-yl)-ethylamino]-butyramide 
• 1260227-19-7 C₃₃H₃₀F₃N₃O₃S 
• 1260227-18-6 C₂₈H₂₆Cl₂F₃N₃O₃S 
• 1159489-16-3 (S)-N-((S)-benzyl-cyano-methyl)-3-cyclopropyl-2-{(S)-2,2,2-trifluoro-1-(4'-methanesulfonyl-biphenyl-4-yl)-ethylamino}-propionamide 
• 1159488-50-2 (2S)-N-[(1R)-1-cyano-2-(4-cyano-2-fluorophenyl)ethyl]-4-fluoro-4-methyl-2-({(1S)-2,2,2-trifluoro-1-[4'-(methylsulfonyl)biphenyl-4-yl]ethyl}amino)pentanamide 

Relevant articles and documents

COMPOSITES, METHODS AND USES THEREOF

The present invention relates, in general terms, to methods of catalysing a reaction, including the steps of contacting a chemical entity comprising a sulphide moiety with a composite and an oxidant. The composite acts as a heterogeneous catalyst to oxidise the sulphide moiety. The present invention also relates to composites, methods of synthesising the composites and its use as a catalyst thereof.

Substituent effects on aryltrifluoroborate solvolysis in water: Implications for Suzuki-Miyaura coupling and the design of stable 18F-labeled aryltrifluoroborates for use in PET imaging

(Chemical Equation Presented) Whereas electron withdrawing substituents retard the rate of aryltrifluoroborate solvolysis, electron-donating groups enhance it. Herein is presented a Hammett analysis of the solvolytic lability of aryltrifluoroborates where log(Ksolv) values correlate to a values with a ρ value of approximately -1. This work provides a predictable rubric for tuning the reactivity of boron for several uses including 18F-labeled PET reagents and has mechanistic implications for ArBF3-enhanced ligandless metal-mediated cross coupling reactions with aryltrifluoroborates.