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107-13-1 - Acrylonitrile, 99+%, stab. with ca 40ppm 4-methoxyphenol - Propenenitrile - Vinyl cyanide - A13058 - Alfa Aesar

A13058 Acrylonitrile, 99+%, stab. with ca 40ppm 4-methoxyphenol

Codice CAS
107-13-1
Sinonimi
Propenenitrile
Vinyl cyanide

Dimensioni Prezzo ($) Quantità Disponibilità
100ml 15,00
500ml 23,50
2500ml 70,00
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Acrylonitrile, 99+%, stab. with ca 40ppm 4-methoxyphenol

MDL
MFCD00001927
EINECS
203-466-5

Proprietà chimiche

Formula
C3H3N
Peso formula
53.06
Punto di fusione
-84°
Punto di ebollizione
77-78°
Punto di infiammabilità
0°(32°F)
Densità
0.806
Indice di rifrazione
1.3910
Sensibilità
Light Sensitive
Solubilità
Miscible with isopropanol, ethanol, ether, acetone, water, carbon tetrachloride, ethyl acetate, toluene and benzene.

Applicazioni

Acrylonitrile acts as a monomer used in the production of polyacrlonitrile plastics, adhesives and synthetic rubber. It is also used for the synthesis of copolymers such as styrene-acrylonitrile, acrylonitrile butadiene styrene, acrylonitrile styrene acrylate. It is involved in the preparation of adiponitrile by dimerization, which finds application in polyamide synthesis. It acts as a precursor to acrylamide and acrylic acid. It is used as dienophile in Diels-Alder reactions. It acts as a chemical intermediate in the synthesis of antioxidants, active pharmaceutical ingredients, dyes, and surface-active agents. Further, it is utilized for the preparation of acrylic fibers, resins and nitrile rubbers. In addition to this, it serves as a fumigant for food commodities, flour milling, and bakery food processing equipment.

Note

Light sensitive. Incompatible with oxidizing agents, acids, alkalis, metals, bromine, peroxides and copper.

Letteratura

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.

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 reaction is also applicable to acrylate esters and vinyl ketones; with acrylonitrile and phenoxyacetic acid, tetrahydrobenzopyran-4-carbonitrile is obtained in 41% yield.

Dai, Y.; Song, Y.; Tu, X.; Jiang, Y.; Yuan, Y. Sequential shape-selective adsorption and photocatalytic transformation of acrylonitrile production wastewater. Water Res. 2015, 85, 216-225.

Pan, X.; Lamson, M.; Yan, J.; Matyjaszewski, K. Photoinduced Metal-Free Atom Transfer Radical Polymerization of Acrylonitrile. ACS Macro Lett. 2015, 4 (2), 192-196.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H225-H301-H311-H331-H315-H318-H317-H350-H335

Highly flammable liquid and vapour. Toxic if swallowed. Toxic in contact with skin. Toxic if inhaled. Causes skin irritation. Causes serious eye damage. May cause an allergic skin reaction. May cause cancer. May cause respiratory irritation.

Dichiarazioni precauzionali: P210-P301+P310a-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF SWALLOWED: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,131
Beilstein
605310
Classe di rischio
3
Gruppo di imballaggio
I
Codice tariffe armonizzato
2926.10
TSCA
Yes
RTECS
AT5250000

Raccomandato

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    Methyl acrylate, 99%, stab. with ca 15ppm 4-methoxyphenol
  • A16163

    Formaldehyde, 37% w/w aq. soln., stab. with 7-8% methanol
  • A18481

    Styrene, 99%, stab. with 10-15ppm 4-tert-butylcatechol
  • B24815

    2-Hydroxyethyl acrylate, 97%, stab. with 200-300ppm 4-methoxyphenol
  • L02637

    1-Hexadecene, 94%

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