20577-26-8

Basic information

• Product Name: 2-BROMO-NICOTINONITRILE
• Synonyms: 2-BROMOPYRIDINE-3-CARBONITRILE;2-BROMO-NICOTINONITRILE;IFLAB-BB F1957-0002;2-bromonicotinonitrile(SALTDATA: FREE);2-broMo-3-cyanopyridin;3-Pyridinecarbonitrile,2-broMo-;2-Bromopyridine-3-carbonitrile, 2-Bromo-3-cyanopyridine;2-BroMo-nicotionitrile
• CAS NO: 20577-26-8
• Molecular Formula: C₆H₃BrN₂
• Molecular Weight: 183.01
• Product Categories: pyridine;Heterocycle-Pyridine series;cyanide| alkyl bromide
• Mol File: 20577-26-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 105 °C
• Boiling Point: 296.9 °C at 760 mmHg
• Flash Point: 133.4 °C
• Appearance: /Solid
• Density: 1.72 g/cm³
• Vapor Pressure: 0.00139mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -2.66±0.10(Predicted)
• CAS DataBase Reference: 2-BROMO-NICOTINONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-NICOTINONITRILE(20577-26-8)
• EPA Substance Registry System: 2-BROMO-NICOTINONITRILE(20577-26-8)

Safety Data

• HazardClass: 6.1
• Hazardous Substances Data: 20577-26-8(Hazardous Substances Data)

Usage

General Description

2-Bromo-nicotinonitrile is a chemical compound with the formula C6H3BrN2. It is a yellow solid that is used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is commonly used in the production of pyridinylthiazole derivatives, which have biological activity against a variety of diseases and conditions. The compound is also used in the development of new materials and in chemical research. 2-Bromo-nicotinonitrile is considered to be a hazardous substance and should be handled with care and used in a well-ventilated area.

InChI:InChI=1/C6H3BrN2/c7-6-5(4-8)2-1-3-9-6/h1-3H

Upstream product

• 20577-27-9 pyrid-2-one-3-carbonitrile 
• 14906-64-0 3-cyanopyridine N-oxide 
• 6602-54-6 2-chloro-3-pyridinecarbonitrile 
• 337913-25-4 phosphorus pentaoxide 
• 20577-27-9 2-hydroxy-3-cyanopyridine 

Downstream Products

• 1393726-73-2 6-benzyl-8,8-difluoro-1,6-naphthyridine-5,7(6H,8H)-dione 
• 1393726-74-3 6-(4-bromobenzyl)-8,8-difluoro-1,6-naphthyridine-5,7(6H,8H)-dione 
• 1393726-75-4 8,8-difluoro-6-(4-nitrobenzyl)-1,6-naphthyridine-5,7(6H,8H)-dione 
• 1393726-78-7 6-benzyl-8,8-difluoro-7,8-dihydro-7-hydroxy-1,6-naphthyridine-5(6H)-one 
• 1393726-72-1 8,8-difluoro-1,6-naphthyridine-5,7(6H,8H)-dione 
• 1613435-76-9 7-(4-methylphenyl)-1,6-naphthyridin-5-one 1-oxide 
• 1005161-99-8 7-(4-methoxyphenyl)-5H-pyrano[4,3-b]pyridin-5-one 
• 1613436-07-9 7-(4-chlorophenyl)pyrano[4,3-b]pyridin-5-one 
• 5657-54-5 7-Phenyl-5H-pyrano<4,3-b>pyridin-5-one 
• 511240-93-0 7-(4-methylphenyl)-1,6-naphthyridin-5-one 
• 1613435-74-7 7-(4-hydroxyphenyl)-1,6-naphthyridin-5-one 
• 59025-38-6 2-(pyrrolidin-1-yl)nicotinonitrile 
• 136869-49-3 3,3′-dicyano-2,2′-bipyridine 
• 89407-37-4 benzyl(cyano-3 pyridyl-2) sulfure 

Relevant articles and documents

Application of 1,1-ADEQUATE, HMBC, and Density Functional Theory to Determine Regioselectivity in the Halogenation of Pyridine N-Oxides

The 1,1-ADEQUATE spectrum clearly shows specific two-bond proton to carbon correlations to unequivocally distinguish the major and minor regioisomers of ortho-halogenated pyridines and to aid in assignment of the corresponding proton and carbon chemical shifts. M06-2X/6-31+G(d,p) free energies of the regioisomeric intermediates arising from deprotonation correctly predict the experimentally observed preference and thus can be used to tune the substituent pattern to yield a desired regiochemical outcome.

Highly Regioselective Halogenation of Pyridine N -Oxide: Practical Access to 2-Halo-Substituted Pyridines

A highly efficient and regioselective halogenation reaction of unsymmetrical pyridine N-oxide under mild conditions is described. The methodology provides a practical access to various 2-halo-substituted pyridines, which are pharmaceutically important intermediates.

Spiro compounds

Compounds of the general formula (I): wherein Ar1represents optionally substituted aryl or heteroaryl; n represents 0 or 1; T, U, V, and W each independently represent nitrogen atom or optionally substituted methine group, where at least two of them represent the said methine group; X represents methine or hydroxy substituted methine; Y represents an optionally substituted imino or oxygen atom are described and claimed. These novel spiro compounds are useful as neuropeptide Y receptor antagonists and as agents for the treatment of various kinds of cardiovascular disorders, central nervous system disorders, metabolic diseases and the like.