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Sigma-Aldrich

Acrylonitrile

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

Synonym(s):

Vinyl cyanide

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About This Item

Linear Formula:
CH2=CHCN
CAS Number:
107-13-1
Molecular Weight:
53.06
Beilstein:
605310
EC Number:
203-466-5
MDL number:
MFCD00001927
UNSPSC Code:
12162002
PubChem Substance ID:
24859251
NACRES:
NA.23

vapor density

1.83 (vs air)

vapor pressure

86 mmHg ( 20 °C)

Assay

≥99%

form

liquid

autoignition temp.

897 °F

contains

35-45 ppm monomethyl ether hydroquinone as inhibitor

expl. lim.

17 %

refractive index

n20/D 1.391 (lit.)

bp

77 °C (lit.)

mp

−83 °C (lit.)

SMILES string

C=CC#N

InChI

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

InChI key

NLHHRLWOUZZQLW-UHFFFAOYSA-N

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Application

Acrylonitrile is used in the manufacture of acrylic fibers, resins (acrylonitrile butadiene-styrene, styrene-acrylonitrile and others) and nitrile rubbers (butadiene-acrylonitrile).

Biochem/physiol Actions

An industrial carcinogen that is a multisite carcinogen in rats and possibly carcinogenic to humans.

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

23.0 °F - closed cup

Flash Point(C)

-5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.
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
Acrylonitrile and human cancer--an overview.
D Coggon et al.
Scandinavian journal of work, environment & health, 24 Suppl 2, 81-82 (1998-08-26)
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
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