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110213

Sigma-Aldrich

Acrylonitrile

≥99%, contains 35-45 ppm monomethyl ether hydroquinone as inhibitor

Synonyme(s) :

Vinyl cyanide

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About This Item

Formule linéaire :
CH2=CHCN
Numéro CAS:
107-13-1
Poids moléculaire :
53.06
Numéro Beilstein :
605310
Numéro CE :
203-466-5
Numéro MDL:
MFCD00001927
Code UNSPSC :
12162002
ID de substance PubChem :
24846969
Nomenclature NACRES :
NA.23

Densité de vapeur

1.83 (vs air)

Niveau de qualité

200

Pression de vapeur

86 mmHg ( 20 °C)

Pureté

≥99%

Température d'inflammation spontanée

897 °F

Contient

35-45 ppm monomethyl ether hydroquinone as inhibitor

Limite d'explosivité

17 %

Indice de réfraction

n20/D 1.391 (lit.)

Point d'ébullition

77 °C (lit.)

Pf

−83 °C (lit.)

Chaîne SMILES 

C=CC#N

InChI

1S/C3H3N/c1-2-3-4/h2H,1H2

Clé InChI

NLHHRLWOUZZQLW-UHFFFAOYSA-N

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Description générale

Acrylonitrile is commonly used as a monomer which belongs to the class of unsaturated nitriles. It serves as a key monomer in the production of various polymers and copolymers with desirable properties. Acrylonitrile is commonly employed in the production of acrylic fibers, which are known for their softness, strength, and excellent thermal and chemical resistance. One of the primary applications of acrylonitrile is in the manufacturing of acrylonitrile-butadiene-styrene (ABS) copolymers. ABS is a versatile and highly durable plastic widely used in automotive components, appliances, electronic enclosures, and consumer goods. The addition of acrylonitrile to the copolymer enhances its heat resistance and impact strength, making ABS a highly sought-after material.

Application

L′acrylonitrile est employé dans la fabrication des fibres acryliques, des résines (acrylonitrile butadiène-styrène, styrène-acrylonitrile et autres) et les colles nitrile (butadiène-acrylonitrile)
Acrylonitrile can be used as a monomer:
  • In the preparation of the 3D-printed polymer material, Acrylonitrile Butadiene Styrene (ABS) which is a commonly used engineering thermoplastic known for its high strength, durability, and heat resistance. It serves as a suitable substrate for a wide range of applications, including in the medical field, compatible manufacturing processes, injection molding, blow molding, and extrusion.
  • In the copolymerization with lignosulfonate to develop a carbon fiber precursor. This copolymer can serve as a precursor material that undergoes further thermal treatment to produce carbon fibers.
  • To synthesize acrylamide grafted acrylonitrile copolymer membranes, which serve as a support matrix for the immobilization of cellulase enzymes.

Actions biochimiques/physiologiques

Un carcinogène industriel qui est un carcinogène multisite des rats et probablement également des humains.

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Carc. 1B - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2 - Skin Sens. 1B - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

23.0 °F - closed cup

Point d'éclair (°C)

-5 °C - closed cup

Équipement de protection individuelle

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Takashi Tomioka et al.
Organic & biomolecular chemistry, 10(26), 5113-5118 (2012-05-24)
α-Diaminoboryl carbanions, readily prepared from acetonitrile, stereoselectively convert 2-nitrobenzaldehydes into nitrophenyl (Z)-acrylonitriles. Subsequent reductive cyclization leads to a series of 2-aminoquinoline derivatives. The entire procedure is practically operated in a single flask.
J Whysner et al.
Regulatory toxicology and pharmacology : RTP, 27(3), 217-239 (1998-08-07)
Acrylonitrile (ACN) exposure is associated with tumors in rat brain, Zymbal gland, and mammary gland. Adducts affecting base pairing were formed in isolated DNA exposed in vitro to the ACN metabolite cyanoethylene oxide (CNEO). DNA from liver, which is not
A Léonard et al.
Mutation research, 436(3), 263-283 (1999-06-04)
Acrylonitrile (AN) is an important intermediary for the synthesis of a variety of organic products, such as artificial fibres, household articles and resins. Although acute effects are the primary concern for an exposure to AN, potential genotoxic, carcinogenic and teratogenic
Acrylonitrile and human cancer--an overview.
D Coggon et al.
Scandinavian journal of work, environment & health, 24 Suppl 2, 81-82 (1998-08-26)
Philip Cole et al.
Regulatory toxicology and pharmacology : RTP, 52(3), 342-351 (2008-10-18)
Several retrospective cohort epidemiology studies evaluated a number of health outcomes in workers exposed to acrylonitrile (AN). The epidemiology studies included in this review have been published since 1970 and were identified through Ovid and MEDLINE retrieval services using search
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