920-34-3

Basic information

• Product Name: 2-BROMOACRYLONITRILE
• Synonyms: 2-BROMOACRYLONITRILE;2-Bromo-2-propenenitrile;2-bromoprop-2-enenitrile;2-Propenenitrile, 2-broMo-;alpha-Bromoacrylonitrile
• CAS NO: 920-34-3
• Molecular Formula: C₃H₂BrN
• Molecular Weight: 131.96
• EINECS: 213-054-7
• Product Categories: C1 to C5;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 920-34-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 48-54 °C/150 mbar
• Flash Point: 42 °C
• Appearance: /
• Density: 1.595 g/mL at 25 °C
• Vapor Pressure: 12.9mmHg at 25°C
• Refractive Index: n20/D 1.482
• CAS DataBase Reference: 2-BROMOACRYLONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMOACRYLONITRILE(920-34-3)
• EPA Substance Registry System: 2-BROMOACRYLONITRILE(920-34-3)

Safety Data

• Hazard Codes: C
• Statements: 10-22-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2924 3/PG 3
• Hazardous Substances Data: 920-34-3(Hazardous Substances Data)

Usage

General Description

2-Bromoacrylonitrile is a chemical compound with the formula C3H3BrN. It is a colorless to pale yellow liquid with a pungent odor, and is used in the manufacture of pharmaceuticals and agrochemicals. 2-Bromoacrylonitrile is a highly reactive compound, and is known to be a potent irritant to the eyes, skin, and respiratory system. It is also a known carcinogen and mutagen, and should be handled with extreme care. The compound is also used as a building block in the synthesis of other organic compounds, and is subject to strict regulations due to its toxicity and potential for harm to human health and the environment.

InChI:InChI=1/C3H2BrN/c1-3(4)2-5/h1H2

Upstream product

• 67-66-3 chloroform 
• 4554-16-9 2,3-dibromopropionitrile 
• 151-50-8 potassium cyanide 
• 123-31-9 hydroquinone 
• 107-13-1 acrylonitrile 
• 603-35-0 triphenylphosphine 

Downstream Products

• 64590-97-2 α,β-Dimethoxy-propionitril 
• 55931-35-6 3-Bromo-2-diethylamino-3-phenyl-cyclobut-1-enecarbonitrile 
• 62160-35-4 γ-Tribrombutyronitril 
• 90484-36-9 (2-Brom-2-cyan-ethyl)-(4-nitro-phenyl)-sulfid 
• 3352-05-4 indolizine-1-carbonitrile 
• 51263-42-4 2H-1,4-benzoxathiane-2-carbonitrile 
• 75984-73-5 1-cyclohexylaziridine-2-carbonitrile 
• 101235-84-1 4-Bromo-4-cyano-2-methyl-5-phenyl-pyrrolidine-2-carboxylic acid methyl ester 
• 101235-90-9 (2R,4R,5R)-4-Cyano-2-methyl-5-phenyl-1-aza-bicyclo[2.1.0]pentane-2-carboxylic acid methyl ester 
• 2974-73-4 α-thiophenyl-acrylonitrile 
• 90322-80-8 3-(Phenylthio)propenenitrile 
• 70971-77-6 1-Benzyl-1-(2'-brom-2'-cyano-ethyl)-2-(4-nitro-benzyliden)-hydrazin 
• 70971-76-5 1-Methyl-1-(2'-brom-2'-cyan-ethyl)-2-(4-nitro-benzyliden)-hydrazin 
• 14223-31-5 p-Iod-phenyl-β-cyan-vinyl-sulfon 

Relevant articles and documents

How Reaction Conditions May Influence the Regioselectivity in the Synthesis of 2,3-Dihydro-1,4-benzoxathiine Derivatives

The exploration of different reaction conditions aiming to obtain both 2,3-dihydro-1,4-benzoxathiine-2-yl derivatives and 2,3-dihydro-1,4-benzoxathiine-3-yl ones is reported. The treatment of 1,2-mercaptophenol with an organic base and a specific 2-bromo acrylate results in a solvent- and substrate-dependent exclusive solvation of O- and S-anions, thus managing the regioselectivity.

Nickel(0)-catalyzed unprecendented zipper annulation of certain conjugated enynes [5]

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Synthesis, Molecular Structure, and Spectroscopical Properties of Alkenylphosphonic Derivatives. 1. Vinyl-, Propenyl-, (Bromoalkenyl)-, and (Cyanoalkenyl)phosphonic Compounds

Several vinyl-, propenyl-, (bromoalkenyl)-, and (cyanoalkenyl)phosphonate derivatives have been synthesized.The (2-cyanovinyl)phosphonates have been obtained with an important improvement in the yield (40percent versus 6percent).The separation of the E and Z isomers of the cyano derivatives and their hydrolysis to the corresponding phosphonic acids have been studied.The bromination and dehydrobromination of some alkenylphosphonic derivatives have also been studied.Spectroscopical studies from UV, IR, Raman, and 1H, 13C, and 31P NMR have been performed in most of these derivatives.The C=C/P=O ? conjugation exists but it is weak in all these compounds.Dipole moments and C=C/P=O conformational populations have been calculated theoretically by ab initio methods.The effect of the solvent polarity on the conformational population has been observed by IR spectroscopy disclosing two C=C/P=O conformers.Experimental and theoretical results have been compared, a high level of agreement has been found.