850567-97-4

Basic information

• Product Name: 2-(METHYLSULFINYL)PHENYLBORONIC ACID
• Synonyms: 2-(METHYLSULFINYL)PHENYLBORONIC ACID;2-(METHYLSULPHINYL)BENZENEBORONIC ACID;2-(Methylsulphonyl)phenylboronicacid;2-(Methylsulfinyl)benzeneboronic acid, 97%;1-Borono-2-(methylsulphinyl)benzene;(2-Methanesulfinylphenyl)boronic acid;M4476G1
• CAS NO: 850567-97-4
• Molecular Formula: C₇H₉BO₃S
• Molecular Weight: 184.02
• Product Categories: blocks;BoronicAcids;Boronate Ester;Boronic Acid;Potassium Trifluoroborate
• Mol File: 850567-97-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: 118-122°C
• Boiling Point: 440.5 °C at 760 mmHg
• Flash Point: 220.2 °C
• Appearance: /
• Density: 1.37 g/cm³
• Vapor Pressure: 1.55E-08mmHg at 25°C
• Refractive Index: 1.616
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.46±0.58(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 2-(METHYLSULFINYL)PHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(METHYLSULFINYL)PHENYLBORONIC ACID(850567-97-4)
• EPA Substance Registry System: 2-(METHYLSULFINYL)PHENYLBORONIC ACID(850567-97-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 850567-97-4(Hazardous Substances Data)

Usage

Uses

It is a useful intermediate in pharmaceutical intermediate. Boronic Acids are important chemical building blocks employed in cross coupling reactions. The ability of boronic acids to reversibly bind diol functional groups has been utilized for fluorescent detection of saccharides. The compound Bortezomib utilizes the boronic acid for its proteasome inhibitory effect.

InChI:InChI=1/C7H9BO3S/c1-12(11)7-5-3-2-4-6(7)8(9)10/h2-5,9-10H,1H3

Upstream product

• 168618-42-6 (2-methylsulfanylphenyl)boronic acid 

Downstream Products

• 1350351-21-1 3-[2-[3-amino-6-(2-methylsulfinylphenyl)pyrazin-2-yl]ethynyl] phenol 

Relevant articles and documents

Oxygenation of Organoboronic Acids by a Nonheme Iron(II) Complex: Mimicking Boronic Acid Monooxygenase Activity

Phenolic compounds are important intermediates in the bacterial biodegradation of aromatic compounds in the soil. An Arthrobacter sp. strain has been shown to exhibit boronic acid monooxygenase activity through the conversion of different substituted phenylboronic acids to the corresponding phenols using dioxygen. While a number of methods have been reported to cleave the C-B bonds of organoboronic acids, there is no report on biomimetic iron complex exhibiting this activity using dioxygen as the oxidant. In that direction, we have investigated the reactivity of a nucleophilic iron-oxygen oxidant, generated upon oxidative decarboxylation of an iron(II)-benzilate complex [(TpPh2)FeII(benzilate)] (TpPh2 = hydrotris(3,5-diphenyl-pyrazol-1-yl)borate), toward organoboronic acids. The oxidant converts different aryl/alkylboronic acids to the corresponding oxygenated products with the incorporation of one oxygen atom from dioxygen. This method represents an efficient protocol for the oxygenation of boronic acids with dioxygen as the terminal oxidant.