Acrylonitrile

• Catalog No.: A13058
• CAS Number: 107-13-1
• M. F.: C3H3N
• M. W.: 53.06262
• Purity: 99+%, stab. with ca 40ppm 4-methoxyphenol

SYNONYMS

• Title: 丙烯腈
• IUPAC name: prop-2-enenitrile
• IUPAC Traditional name: acrylonitrile
• Synonyms: Propenenitrile; Vinyl cyanide

DATABASE IDS

• Merck Index: 14131
• CAS Number: 107-13-1
• EC Number: 203-466-5
• MDL Number: MFCD00001927
• Beilstein Number: 605310

PROPERTIES

• Purity: 99+%, stab. with ca 40ppm 4-methoxyphenol
• Boiling Point: 77-78°C
• Density: 0.806
• Flash Point: 0°C(32°F)
• Melting Point: -84°C
• Refractive Index: 1.3910
• GHS Hazard statements: H225-H301-H311-H331-H315-H317-H335-H350-H318-H411
• European Hazard Symbols: Toxic (T)
• European Hazard Symbols: Flammable (F)
• European Hazard Symbols: Nature polluting (N)
• GHS Precautionary statements: P210-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A
• Risk Statements: 45-11-23/24/25-37/38-41-43-51/53
• RTECS: AT5250000
• Safety Statements: 53-9-16-45-61
• Storage Warning: Light Sensitive
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN1093
• Packing Group: I

REFERENCES

• Free radical alkylation, acylation and arylation reactions also occur in the presence of t-butyl hydroperoxide and a Cu(II) catalyst: J. Chem. Soc., Chem. Commun., 1399 (1995). Several other free radical procedures have been reported involving intramolecular homolytic aromatic substitution to give carbocyclic and heterocyclic systems: Tetrahedron Lett., 36, 4307 (1995):
  
• The Stetter reaction (conjugate addition of aryl aldehydes) catalyzed by CN^-, is exemplified by the addition of pyridine-3-carboxaldehyde to acrylonitrile to give 4-oxo-4-(3-pyridyl)butyronitrile: Org. Synth. Coll., 6, 866 (1988). See also 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride, L08750.
• The reaction is also applicable to acrylate esters and vinyl ketones; with acrylonitrile and phenoxyacetic acid, tetrahydrobenzopyran-4-carbonitrile is obtained in 41% yield.