22282-99-1

Basic information

• Product Name: 4-Bromo-2-methylpyridine
• Synonyms: CHEMBRDG-BB 4014101;2-METHYL-4-BROMOPYRIDINE;4-BROMO-2-METHYLPYRIDINE;4-BROMO-2-METHYL-PYRIDINE HYDROCHLORIDE;4-BROMO-2-METHYL-PYRIDINIUM, CHLORIDE;4-BROMO-2-PICOLINE;4-BROMO-2-PICOLINE HCL;4-BROMO-METHYL-PYRIDINE
• CAS NO: 22282-99-1
• Molecular Formula: C₆H₆BrN
• Molecular Weight: 172.02
• EINECS: -0
• Product Categories: Pyridine;Halides;Heterocycles;Pyridine Series;Pyridines, Pyrimidines, Purines and Pteredines;Heterocyclic Series;pharmacetical;Pyridines;Organohalides;Aromatics Compounds;Bromopyridines;Halopyridines;Aromatics;Boronic Acid;Building Blocks;C5 to C6;C6 to C7;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 22282-99-1.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 76 °C / 14mmHg
• Flash Point: 174 °F
• Appearance: Light yellow liquid
• Density: 1.450 g/mL at 25 °C
• Vapor Pressure: 0.581mmHg at 25°C
• Refractive Index: n 20/D 1.556
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Dichloromethane
• PKA: 4.38±0.10(Predicted)
• Water Solubility: Miscible with dichloromethane. Immiscible with water.
• CAS DataBase Reference: 4-Bromo-2-methylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2-methylpyridine(22282-99-1)
• EPA Substance Registry System: 4-Bromo-2-methylpyridine(22282-99-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41-36/37/38-20/21/22
• Safety Statements: 26-36/39-36
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 22282-99-1(Hazardous Substances Data)

Usage

Description

4-Bromo-2-methylpyridine is an organic compound characterized by its light yellow liquid appearance. It is a heterocyclic compound with a pyridine ring structure, featuring a bromine atom at the 4th position and a methyl group at the 2nd position. 4-Bromo-2-methylpyridine is known for its versatile chemical properties, making it a valuable building block in various synthetic applications.

Uses

Used in Organic Synthesis:
4-Bromo-2-methylpyridine is used as a starting material for the synthesis of crown-ester-bipyridines and viologens through sodium or nickel reductive coupling, side chain oxidation, and esterification. These synthesized compounds have potential applications in various fields, including the development of new materials and pharmaceuticals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Bromo-2-methylpyridine serves as an important raw material and intermediate for the preparation of phenyloxadiazolyl pyridines, which are known as immunomodulating agents. These agents can help regulate the immune system and are useful in the development of drugs for various medical conditions.
Used in Agrochemicals:
4-Bromo-2-methylpyridine is also utilized as a starting material in the agrochemical industry, where it is used to synthesize various compounds with pesticidal, herbicidal, or fungicidal properties. These compounds can be employed to protect crops from pests and diseases, ensuring higher yields and better quality produce.
Used in Dyes:
In the dye industry, 4-Bromo-2-methylpyridine is used as a key intermediate for the production of various dyes with specific color properties. These dyes can be used in a wide range of applications, such as textiles, plastics, and printing inks, to impart desired colors and enhance the visual appeal of the final products.

InChI:InChI=1/C6H6BrN/c1-5-4-6(7)2-3-8-5/h2-4H,1H3

Upstream product

• 18437-58-6 3-methyl-4-pyridinamine 
• 13508-96-8 2-methyl-4-nitro-pyridine 
• 506-96-7 Acetyl bromide 
• 67-66-3 chloroform 
• 7789-60-8 phosphorus tribromide 
• 19524-06-2 4-bromopyridine hydrochloride 
• 931-19-1 2-methylpyridine N-oxide 
• 5470-66-6 2-methyl-4-nitropyridine N-oxide 
• 75-16-1 methylmagnesium bromide 
• 131747-63-2 4-bromo-2-pyridinecarboxaldehyde 
• 676-58-4 methylmagnesium chloride 
• 23056-36-2 2-chloro-4-nitropyridine 
• 58530-53-3 2,4-dibromopyridine 
• 74-88-4 methyl iodide 

Downstream Products

• 98547-36-5 2-(2-hydroxy-ethyl)-pyridin-4-ol 
• 98280-12-7 2-(4-bromopyridin-2-yl)ethanol 
• 100367-74-6 4-bromo-2-methylpyridine N-oxide 
• 30766-03-1 4-bromo-2-picolinic acid 
• 712-61-8 2,2'-dimethyl-4,4'-bipyridine 
• 131747-63-2 4-bromo-2-pyridinecarboxaldehyde 
• 131747-45-0 4-bromo-2-(hydroxymethyl)pyridine 
• 108337-74-2 2,6-dimethyl-4-(4-bromo-2-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-β-(N-benzyl-N-methylamino)ethyl ester 5-methyl ester 
• 94413-70-4 1-(2-methylpyridin-4-yl)methanamine 
• 660867-80-1 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 
• 579474-98-9 3-[3-(2-methyl-pyridin-4-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester 
• 134914-97-9 2-methyl-4-(tributylstannyl)pyridine 
• 1032650-53-5 4-bromo-2-(bromomethyl)pyridine 
• 1032650-80-8 4-bromo-2-dibromomethylpyridine 

Relevant articles and documents

Synthesis of atropisomeric 1,8-bis(4′,4′-dipyridyl)naphthalenes from 4-trimethylstannylpyridines

Two synthetic strategies towards atropisomeric 2′,2′-disubstituted 1,8-bis(4′,4′-dipyridyl)naphthalenes using Stille crosscoupling of trimethylstannylpyridine derivatives and 1,8-di-iodonaphthalene have been investigated. Introduction of substituents into the pyridyl moieties prior to the cross-coupling step provides higher overall yields than derivatization of 1,8-bis(4′,4′-dipyridyl)naphthalene under Ziegler reaction conditions.

NOVEL ORGANIC COMPOUND AND MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES COMPRISING THE SAME AND ORGANIC ELECTROLUMINESCENT DEVICES COMPRISING THE SAME

The present invention provides a novel organic compound represented by chemical formula 1, a material for an organic electroluminescent device including the organic compound, and an organic electroluminescent device. The present invention can improve color purity and device life.

A 2 - methyl -4 - bromo pyridine preparation method

The invention belongs to the field of organic synthesis, in particular relates to a 2 - methyl - 4 - bromo pyridine method, comprises the following steps: (1) malonic acid diethyl ester and alkali metal reaction to produce salt, then dropwise 2 - chloro - 4 - nitro pyridine to a toluene solution of a condensation reaction, after decarboxylation under acidic conditions shall be 2 - methyl - 4 nitro pyridine; (2) 2 - methyl - 4 - nitro-pyridine in under the catalysis of the Pd/C, methanol as the solvent, hydrogen reduction, filtered, the filtrate is concentrated, shall be 2 - methyl - 4 - aminopyridine; (3) 2 - methyl - 4 - aminopyridine first with an acid generating salt, cooled to - 10 °C - 0 °C, [...], drops the instillment sodium nitrite aqueous solution, pH adjusting solution is dropped is alkaline, and then extracted, drying, concentration, shall be 2 - methyl - 4 - bromo pyridine. The beneficial effect of the invention is: mild reaction conditions, is easy to operate, after treatment is simple, and easy to enlarge production, is extremely suitable for industrial production; good catalytic effect, high yield; low prices of raw materials, the production cost is low.