884507-19-1

Basic information

• Product Name: 1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
• Synonyms: 1-METHYL-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDOLE;1-Methyl-1H-indole-6-boronic acid, pinacol ester;1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole, 2-(1-Methyl-1H-indol-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-indole;1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl);1-Methyl-6-(4,4,,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
• CAS NO: 884507-19-1
• Molecular Formula: C₁₅H₂₀BNO₂
• Molecular Weight: 257.1358
• Mol File: 884507-19-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 97 °C
• Boiling Point: 391.3°C at 760 mmHg
• Flash Point: 190.5°C
• Appearance: /
• Density: 1.05g/cm³
• Vapor Pressure: 5.6E-06mmHg at 25°C
• Refractive Index: 1.533
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole(884507-19-1)
• EPA Substance Registry System: 1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole(884507-19-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 884507-19-1(Hazardous Substances Data)

Usage

General Description

1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole is a chemical compound that consists of a boron-containing ring system attached to an indole ring. It is commonly used as a reagent in organic synthesis and is known for its ability to introduce boron functionality into organic molecules. 1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole is characterized by its high stability and has been utilized in various research studies and industrial applications. Its unique structure and reactivity make it a valuable tool for the preparation of organic molecules with specific functional groups, making it an important component in the field of chemical synthesis.

InChI:InChI=1/C15H20BNO2/c1-14(2)15(3,4)19-16(18-14)12-7-6-11-8-9-17(5)13(11)10-12/h6-10H,1-5H3

Upstream product

• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 125872-95-9 6-bromo-1-methyl-1H-indole 
• 155868-51-2 6-chloro-1-methyl-1H-indole 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 52415-29-9 6-bromo-1H-indole 

Downstream Products

• 132113-53-2 3-(2-Bromo-3,4,5-trimethoxy-phenyl)-propionic acid methyl ester 

Relevant articles and documents

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.

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).