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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/REAXYS Number:
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.

signalword

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

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

23.0 °F - closed cup

flash_point_c

-5 °C - closed cup

ppe

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

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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.
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
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
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
N A Esmen
Scandinavian journal of work, environment & health, 24 Suppl 2, 63-70 (1998-08-26)
The reconstruction of worker exposures has been the mainstay of modem industrial epidemiologic studies. In most cases, the researchers are faced with the difficult dilemma created by the scarcity of the exposure measurement data vis-à-vis the demands for refined quantification.
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