13445-16-4

Basic information

• Product Name: 3-Bromo-2,6-dimethoxypyridine
• Synonyms: 3-Bromo-2,6-dimethoxypyridine
• CAS NO: 13445-16-4
• Molecular Formula: C₇H₈BrNO₂
• Molecular Weight: 218.05
• Mol File: 13445-16-4.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 224℃
• Flash Point: 89℃
• Appearance: /
• Density: 1.484
• Vapor Pressure: 0.142mmHg at 25°C
• Refractive Index: 1.53
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -0.79±0.10(Predicted)
• CAS DataBase Reference: 3-Bromo-2,6-dimethoxypyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-2,6-dimethoxypyridine(13445-16-4)
• EPA Substance Registry System: 3-Bromo-2,6-dimethoxypyridine(13445-16-4)

Safety Data

• Hazardous Substances Data: 13445-16-4(Hazardous Substances Data)

Usage

General Description

3-Bromo-2,6-dimethoxypyridine is a chemical compound with the molecular formula C7H9BrNO2. It is a brominated pyridine derivative with two methoxy groups attached to the 2 and 6 positions of the pyridine ring. 3-Bromo-2,6-dimethoxypyridine is commonly used as a building block in organic synthesis and pharmaceutical research. It has been reported to have various biological activities, including antiproliferative and antimicrobial properties. Additionally, 3-Bromo-2,6-dimethoxypyridine is a versatile intermediate that can be used in the production of various pharmaceuticals and agrochemicals. Due to its potential therapeutic and commercial applications, this chemical has attracted interest from researchers and industry professionals.

InChI:InChI=1/C7H8BrNO2/c1-10-6-4-3-5(8)7(9-6)11-2/h3-4H,1-2H3

Upstream product

• 6231-18-1 2,6-dimethoxypyridine 

Downstream Products

• 229179-89-9 (R)-2,6-dimethoxy-3-(p-tolylsulfinyl)pyridine 
• 229179-88-8 (S)-2,6-dimethoxy-3-(p-tolylsulfinyl)pyridine 
• 220998-35-6 3-bromo-2,6-dimethoxy-4-diphenylphosphino-pyridine 
• 442686-32-0 4-[bis-(3,5-dimethyl-phenyl)-phosphinoyl]-3-bromo-2,6-dimethoxy-pyridine 
• 443347-10-2 (S)-2,2',6,6'-tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine 
• 442905-33-1 (R)-(+)-2,2',6,6'-tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine 
• 442905-31-9 4,4'-bis-[bis-(3,5-dimethyl-phenyl)-phosphinoyl]-2,6,2',6'-tetramethoxy-[3,3']bipyridinyl 
• 442905-31-9 4,4'-bis-[bis-(3,5-dimethyl-phenyl)-phosphinoyl]-2,6,2',6'-tetramethoxy-[3,3']bipyridinyl 
• 357401-20-8 3-bromo-4-(di-p-tolyl-phosphinoyl)-2,6-dimethoxy-pyridine 
• 357401-21-9 4,4'-bis-(di-p-tolyl-phosphinoyl)-2,6,2',6'-tetramethoxy-[3,3']bipyridinyl 
• 221006-70-8 2,6-dimethoxypyridine-3-boronic acid 
• 885963-28-0 3-hydroxy-2,6-dimethoxypyridine 
• 1364917-21-4 2,3,6-trimethoxypyridine 
• 1373693-68-5 2,6-dimethoxy-3-(phenylsulfanyl)pyridine 

Relevant articles and documents

Catalyst-Free 1,2-Dibromination of Alkenes Using 1,3-Dibromo-5,5-dimethylhydantoin (DBDMH) as a Bromine Source

A direct 1,2-dibromination method of alkenes is realized using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) as a bromine source. This reaction proceeds under mild reaction conditions without the use of a catalyst and an external oxidant. Various sorts of alkene substrates are transformed into the corresponding 1,2-dibrominated products in good to excellent yields with broad substrate scope and exclusive diastereoselectivity. This method offers a green and practical approach to synthesize vicinal dibromide compounds.

Directing Group Enables Electrochemical Selectively Meta-Bromination of Pyridines under Mild Conditions

Without the use of catalysts and oxidants, a facile and sustainable electrochemical bromination protocol was developed. By introducing the directing groups, the regioselectivity of pyridine derivatives could be controlled at themeta-position utilizing the inexpensive and safe bromine salts at room temperature. A variety of brominated pyridine derivatives were obtained in 28-95% yields, and the reaction could be readily performed at a gram scale. By combining the installation and removing the directing group, the concept ofmeta-bromination of pyridines could be verified.

Atom-Economic Electron Donors for Photobiocatalytic Halogenations

In vitro cofactor supply and regeneration have been a major obstacle for biocatalytic processes, in particular on a large scale. Peroxidases often suffer from inactivation by their oxidative co-factor. Combining photocatalysis and biocatalysis offers an innovative solution to this problem, but lacks atom economy due to the sacrificial electron donors needed. Herein, we show that redox-active buffers or even water alone can serve as efficient, biocompatible electron sources, when combined with photocatalysis. Mechanistic investigations revealed first insights into the possibilities and limitations of this approach and allowed adjusting the reaction conditions to the specific needs of biocatalytic transformations. Proof-of-concept for the applicability of this photobiocatalytic reaction setup was given by enzymatic halogenations.