15862-30-3

Basic information

• Product Name: 3-BROMO-5-NITROPYRIDINE
• Synonyms: 3-BROMO-5-NITROPYRIDINE;2-BROMO-5-NITROPYRIDINE ,98%;Pyridine,3-broMo-5-nitro-;3-nitro-5-bromopyridine
• CAS NO: 15862-30-3
• Molecular Formula: C₅H₃BrN₂O₂
• Molecular Weight: 202.99
• EINECS: 224-777-2
• Product Categories: Pyridine;Pyridines;Heterocycle-Pyridine series
• Mol File: 15862-30-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 111-115℃
• Boiling Point: 251.6 °C at 760 mmHg
• Flash Point: 106 °C
• Appearance: /
• Density: 1.833 g/cm³
• Vapor Pressure: 0.0322mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: Room temperature.
• PKA: -1.16±0.20(Predicted)
• CAS DataBase Reference: 3-BROMO-5-NITROPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-5-NITROPYRIDINE(15862-30-3)
• EPA Substance Registry System: 3-BROMO-5-NITROPYRIDINE(15862-30-3)

Safety Data

• Hazard Codes: T,Xi
• Statements: 25-41
• Safety Statements: 26-39-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 15862-30-3(Hazardous Substances Data)

Usage

General Description

3-Bromo-5-nitropyridine is a chemical compound with the molecular formula C5H3BrN2O2. It is a yellow crystalline solid with a melting point of 71-74°C. 3-Bromo-5-nitropyridine is used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is a versatile building block for the preparation of various heterocyclic compounds and has shown potential as a precursor for the synthesis of biologically active molecules. Additionally, this compound can be used in the development of new materials and as a reagent in organic chemistry reactions. 3-Bromo-5-nitropyridine may present certain health and environmental hazards and should be handled and disposed of according to proper safety protocols and regulations.

InChI:InChI=1/C5H3BrN2O2/c6-4-1-5(8(9)10)3-7-2-4/h1-3H

Upstream product

• 15862-42-7 5-bromo-2-hydrazino-3-nitropyridine 
• 67443-38-3 5-bromo-2-chloro-3-nitropyridine 
• 452972-13-3 2-[(5-bromo)pyridin-3-yl]-4,4',5,5'-tetramethyl-1,3-dioxaborolane 
• 626-55-1 3-Bromopyridine 

Downstream Products

• 13535-01-8 3-amino-5-bromopyridine 
• 462-08-8 pyridin-3-ylamine 
• 87883-17-8 3-acetyl-5-nitropyridine 
• 1073354-99-0 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-ylamine 
• 1428065-77-3 3-nitro-5-phenylmethylpyridine 

Relevant articles and documents

meta-Nitration of Arenes Bearing ortho/para Directing Group(s) Using C?H Borylation

Herein, we report the meta-nitration of arenes bearing ortho/para directing group(s) using the iridium-catalyzed C?H borylation reaction followed by a newly developed copper(II)-catalyzed transformation of the crude aryl pinacol boronate esters into the corresponding nitroarenes in a one-pot fashion. This protocol allows the synthesis of meta-nitrated arenes that are tedious to prepare or require multistep synthesis using the existing methods. The reaction tolerates a wide array of ortho/para-directing groups, such as ?F, ?Cl, ?Br, ?CH3, ?Et, ?iPr ?OCH3, and ?OCF3. It also provides regioselective access to the nitro derivatives of π-electron-deficient heterocycles, such as pyridine and quinoline derivatives. The application of this method is demonstrated in the late-stage modification of complex molecules and also in the gram-scale preparation of an intermediate en route to the FDA-approved drug Nilotinib. Finally, we have shown that the nitro product obtained by this strategy can also be directly converted to the aniline or hindered amine through Baran's amination protocol.