94446-97-6

Basic information

• Product Name: 2-Bromo-3-(bromomethyl)pyridine
• Synonyms: 2-BROMO-3-(BROMOMETHYL)PYRIDINE;2-Bromonicotinyl bromide, alpha,2-Dibromo-3-picoline
• CAS NO: 94446-97-6
• Molecular Formula: C₆H₅Br₂N
• Molecular Weight: 250.92
• EINECS: -0
• Product Categories: Building Blocks;Pyridine
• Mol File: 94446-97-6.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 291℃
• Flash Point: >110°(230°F)
• Appearance: /
• Density: 1.955g/cm³
• Vapor Pressure: 0.0035mmHg at 25°C
• Refractive Index: 1.613
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: -0.12±0.10(Predicted)
• CAS DataBase Reference: 2-Bromo-3-(bromomethyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-3-(bromomethyl)pyridine(94446-97-6)
• EPA Substance Registry System: 2-Bromo-3-(bromomethyl)pyridine(94446-97-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 94446-97-6(Hazardous Substances Data)

Usage

General Description

2-Bromo-3-(bromomethyl)pyridine, also known as Pyridine, 2-bromo-3-(bromomethyl)-, is a chemical compound with the molecular formula C6H5Br2N and a molecular weight of 242.927 g/mol. It is a brominated derivative of pyridine and is commonly used as a building block in organic synthesis and pharmaceutical research. This chemical is a white to light yellow solid with a pungent odor and is considered to be hazardous if not handled properly. It is typically used as a reagent in the preparation of various organic compounds and has applications in the development of new drugs and agrochemicals. Additionally, it is also used in the manufacturing of pharmaceutical intermediates and research chemicals.

InChI:InChI=1/C6H5Br2N/c7-4-5-2-1-3-9-6(5)8/h1-3H,4H2

Upstream product

• 3430-17-9 2-bromo-3-picoline 
• 131747-54-1 (2-bromopyrid-3-yl)methanol 
• 109-04-6 2-bromo-pyridine 
• 128071-75-0 2-bromopyridine-3-carboxaldehyde 
• 35905-85-2 2-bromonicotinic acid 

Downstream Products

• 159898-42-7 5-(Benzyl-methyl-amino)-3-(2-bromo-pyridin-3-ylmethyl)-3-(3,4-dimethoxy-phenyl)-pentan-2-one 
• 131747-54-1 (2-bromopyrid-3-yl)methanol 
• 380614-80-2 3-[2-(2-bromo-pyridin-3-yl)-ethyl]-pyridine-2-carboxylic acid phenylamide 
• 491879-09-5 2-(2-bromopyridin-3-ylmethyl)cyclohexanone 
• 496790-55-7 (R)-2-(benzhydrylidene-amino)-3-(2-bromopyridin-3-yl)-propionic acid tert-butyl ester 
• 496790-54-6 (S)-2-(benzhydrylidene-amino)-3-(2-bromopyridin-3-yl)-propionic acid tert-butyl ester 
• 874947-65-6 2-(2-bromopyridin-3-ylmethyl)-2-methylcyclohexanone 
• 874947-66-7 3-(2-bromopyridin-3-ylmethyl)-2-methyl-4-oxocyclohex-2-enecarboxylic acid methyl ester 
• 874947-68-9 2-(2-bromopyridin-3-ylmethyl)-3,3-dimethylcyclohexanone 
• 874947-67-8 2-(2-bromopyridin-3-ylmethyl)-3-methylcyclohex-2-enone 
• 874947-72-5 2-bromo-3-(1-methyl-2-methylenecyclohexylmethyl)pyridine 
• 874947-73-6 2-bromo-3-(2,2-dimethyl-6-methylenecyclohexylmethyl)pyridine 

Relevant articles and documents

Cross-coupling strategy for the synthesis of diazocines

Ethylene bridged azobenzenes are novel, promising molecular switches that are thermodynamically more stable in the (Z) than in the (E) configuration, contrary to the linear azobenzene. However, their previous synthetic routes were often not general, and yields were poorly reproducible, and sometimes very low. Here we present a new synthetic strategy that is both versatile and reliable. Starting from widely available 2-bromobenzyl bromides, the designated molecules can be obtained in three simple steps.

Preparation of 1,5-Dihydropyrazolo[3′,4′:5,6]pyrano[3,4- b]pyridines via a Microwave-Assisted, Palladium-Catalyzed Regioselective C-H Heteroarylation of Electron-Rich Pyrazoles

Here we report the first synthesis of a family of novel heterocyclic compounds based on a 5-dihydropyrazolo[3′,4′:5,6]pyrano[3,4-b]pyridine core. In the course of our drug discovery programs, we had need to access the previously unknown 5-dihydropyrazolo[3′,4′:5,6]pyrano[3,4-b]pyridine core. Initial attempts required long reaction times, which led to degradation and side products. Reaction optimization identified a Pd-catalyzed, microwave-assisted C-H heteroarylation protocol for the rapid, general, and high yielding synthesis of this tricyclic core (as well as related analogs) suitable to drive optimization efforts.

Strategy for Overcoming Full Reversibility of Intermolecular Radical Addition to Aldehydes: Tandem C-H and C-O Bonds Cleaving Cyclization of (Phenoxymethyl)arenes with Carbonyls to Benzofurans

An intermolecular addition of carbon radicals enabled by a cascade radical coupling strategy is developed. It includes an intermolecular alkyl radical addition to a carbonyl group followed by an intramolecular alkoxy radical addition to haloarenes and produces substituted benzofurans in high yields. The radical nature of this reaction is explored by radical trapping experiments and EPR analysis. The mechanism is investigated by KIE experiments and control experiments. This method could provide rapid and practical access to the key intermediate of TAM-16, a safe and potent antibacterial agent for treating tuberculosis, and, therefore, is of great importance for organic synthesis and the pharmaceutical industry.