853179-74-5

Basic information

• Product Name: 2-Bromo-6-methylpyridine-3-carboxaldehyde
• Synonyms: 2-Bromo-6-methylpyridine-3-carboxaldehyde;3-Pyridinecarboxaldehyde, 2-bromo-6-methyl-;2-Bromo-6-methyl-pyridine-3-carbaldehyde;2-Bromo-3-(bromomethyl)-6-methylpyridine
• CAS NO: 853179-74-5
• Molecular Formula: C₇H₆BrNO
• Molecular Weight: 200.03
• Mol File: 853179-74-5.mol

Chemical Properties

• Melting Point: 66℃
• Boiling Point: 273.5 °C at 760 mmHg
• Flash Point: 119.2 °C
• Appearance: /
• Density: 1.577
• Vapor Pressure: 0.0057mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -0.29±0.10(Predicted)
• CAS DataBase Reference: 2-Bromo-6-methylpyridine-3-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-6-methylpyridine-3-carboxaldehyde(853179-74-5)
• EPA Substance Registry System: 2-Bromo-6-methylpyridine-3-carboxaldehyde(853179-74-5)

Safety Data

• Hazardous Substances Data: 853179-74-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-6-methylpyridine-3-carboxaldehyde is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure and reactivity enable the development of new drugs with improved therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, 2-Bromo-6-methylpyridine-3-carboxaldehyde serves as an essential building block for the synthesis of agrochemicals, such as pesticides and herbicides, contributing to the development of more effective and environmentally friendly products.
Used in Dye and Pigment Industry:
2-Bromo-6-methylpyridine-3-carboxaldehyde is utilized as a precursor in the manufacturing of dyes and pigments, providing a wide range of color options and enhancing the performance of these products.
Used in Flavor and Fragrance Industry:
2-Bromo-6-methylpyridine-3-carboxaldehyde is employed as a starting material in the synthesis of flavor and fragrance compounds, contributing to the creation of unique and complex scents and tastes in various consumer products.
Due to its strong odor and potential hazards, 2-Bromo-6-methylpyridine-3-carboxaldehyde is typically handled and stored with caution, ensuring safety and minimizing environmental impact.

InChI:InChI=1/C7H6BrNO/c1-5-2-3-6(4-10)7(8)9-5/h2-4H,1H3

Upstream product

• 4241-27-4 2-hydroxy-6-methylnicotinonitrile 
• 155265-57-9 2-bromo-6-methylpyridine-3-carbonitrile 

Downstream Products

• 944707-38-4 2-bromo-3-bromomethyl-6-methylpyridine 

Relevant articles and documents

A new approach to the 1,10-phenanthroline core

A protocol for the synthesis of substituted 1,10-phenanthrolines is reported. The phenanthroline scaffold has been obtained constructing the central cycle starting from two pyridine rings. The method is hinged upon the intramolecular coupling of cis-1,2-di(2-bromo-3-pyridyl)ethenes that are in turn obtained from the Wittig reaction of 2-bromonicotinaldehydes with phosphonium salts prepared from 2-bromo-3-(bromomethyl)pyridines. Yields up to 75% have been obtained.

Efficient and fast Heck vinylation of 2-bromo-6-methyl pyridines with methylacrylate. Application to the synthesis of 6-methyl cyclopenta[b]pyridinone

Heck vinylation of 2-bromo-6-methyl-3-substituted pyridines using η3-allylpalladium chloride dimer/P(o-Tol)3 complex/toluene and dimethylacetamide (DMA) as co-solvent with methyl acrylate is reported. Electronic and steric effects were investigated engaging diversely 2-bromo-3,6-disubstituted pyridines. As application, a new synthesis of the 6-methyl cyclopenta[b]pyridinone building-block connecting Heck vinylation, alkene reduction and Dieckmann condensation is described.