710348-63-3

Basic information

• Product Name: 3-(METHYLTHIO)PHENYLBORONIC ACID PINACOLATE
• Synonyms: 3-(METHYLTHIO)PHENYLBORONIC ACID PINACOLATE;3-(METHYLTHIO)PHENYLBORONIC ACID PINACOL ESTER;4,4,5,5-tetramethyl-2-(3-(methylthio)phenyl)-1,3,2-dioxaborolane;REF DUPL: 3-(methylthio)phenylboronic acid pinacolate
• CAS NO: 710348-63-3
• Molecular Formula: C₁₃H₁₉BO₂S
• Molecular Weight: 250.16
• Product Categories: Boronic Acid
• Mol File: 710348-63-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 392.681°C at 760 mmHg
• Flash Point: 191.287°C
• Appearance: /
• Density: 1.105g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-(METHYLTHIO)PHENYLBORONIC ACID PINACOLATE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(METHYLTHIO)PHENYLBORONIC ACID PINACOLATE(710348-63-3)
• EPA Substance Registry System: 3-(METHYLTHIO)PHENYLBORONIC ACID PINACOLATE(710348-63-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 710348-63-3(Hazardous Substances Data)

Usage

General Description

3-(Methylthio)phenylboronic acid pinacolate is a chemical compound with the molecular formula C12H16BOS and a molar mass of 229.13 g/mol. It is a boronic acid derivative that contains a phenyl group with a methylthio substituent and a pinacolate moiety. 3-(METHYLTHIO)PHENYLBORONIC ACID PINACOLATE is commonly used in organic synthesis as a reagent for cross-coupling reactions to form carbon-carbon bonds. It is also utilized as a building block for the preparation of various pharmaceuticals, agrochemicals, and materials. Additionally, 3-(Methylthio)phenylboronic acid pinacolate has shown potential as a tool in chemical biology research and drug discovery due to its ability to selectively bind to specific biological targets.

InChI:InChI=1/C13H21BO3S/c1-12(2,15)13(3,4)17-14(16)10-7-6-8-11(9-10)18-5/h6-9,15-16H,1-5H3

Upstream product

• 4867-37-2 1-chloro-3-methylsulfanylbenzene 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 100-68-5 methyl-phenyl-thioether 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 144458-60-6 2,2,2-trifluoro-N-(3-(methylthio)phenyl)acetamide 

Relevant articles and documents

Iridium-Catalyzed ortho-C-H Borylation of Thioanisole Derivatives Using Bipyridine-Type Ligand

A simple iridium catalytic system was developed that allows for a variety of 2-borylthioanisoles to be easily synthesized via ortho-selective C-H borylation of thioanisole derivatives. Once introduced, boryl and methylthio groups were converted by palladium-catalyzed transformations. Density functional theory calculations revealed that weak interactions, such as hydrogen bonding between the C-H bond of the SCH3 group and the oxygen atom of the boryl ligand, control the ortho-selectivity.

Method for preparing aminoarylborane compounds or derivatives thereof

The present invention provides a process for the preparation of aminoarylborane compounds and derivatives thereof comprising a step of arylation by reacting an aryl chloride with an aminoborane compound in the presence of a catalytic system. Typically, th

Borylation of unactivated aryl chlorides under mild conditions by using diisopropylaminoborane as a borylating reagent

The synthesis of arylboronic ester derivatives from aryl chlorides by using aryl(amino)boranes is described. Palladium-catalyzed coupling between aryl chlorides and diisopropylaminoborane leads to the formation of a C-B bond under mild conditions. A wide range of functional groups are tolerated, making this method particularly useful for the borylation of functionalized aromatics. Salts make the difference: The synthesis of arylboronic ester derivatives from aryl chlorides by using aryl(amino)boranes is described. Palladium-catalyzed coupling between aryl chlorides and diisopropylaminoborane leads to the formation of a C-B bond under mild conditions. A wide range of substituents, including electron-withdrawing groups, are tolerated (see scheme).