122793
Allyl cyanide
98%
Synonym(s):
3-Butenenitrile, Vinylacetonitrile
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About This Item
Linear Formula:
CH2=CHCH2CN
CAS Number:
Molecular Weight:
67.09
Beilstein:
605352
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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Quality Level
Assay
98%
autoignition temp.
851 °F
refractive index
n20/D 1.405 (lit.)
bp
116-121 °C (lit.)
density
0.834 g/mL at 25 °C (lit.)
SMILES string
C=CCC#N
InChI
1S/C4H5N/c1-2-3-4-5/h2H,1,3H2
InChI key
SJNALLRHIVGIBI-UHFFFAOYSA-N
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
75.2 °F - closed cup
Flash Point(C)
24 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Ryo Yazaki et al.
Journal of the American Chemical Society, 130(44), 14477-14479 (2008-10-11)
Direct catalytic asymmetric addition of allylic cyanides to N-diphenylphosphinoyl ketoimines with a bimetallic catalytic system comprising Ph-BPE/[Cu(CH3CN)4]ClO4/LiOAr is described. Intermediary alpha-adducts readily isomerized to afford synthetically useful alpha,beta-unsaturated nitriles bearing an optically active tetrasubstituted carbon. Applicability to aromatic, heteroaromatic, and
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Asymmetric synthesis of isothiazoles through Cu catalysis: direct catalytic asymmetric conjugate addition of allyl cyanide to α,β-unsaturated thioamides.
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Angewandte Chemie (International ed. in English), 50(34), 7910-7914 (2011-07-07)
E Balbuena et al.
Brain research, 904(2), 298-306 (2001-06-19)
Animals exposed to allylnitrile develop permanent abnormalities in motor behaviour, similar to those caused by 3,3'-iminodipropionitrile (IDPN) and crotononitrile. IDPN and crotononitrile effects have been attributed to vestibular hair cell degeneration, but allylnitrile has been suggested to modify behaviour through
D-L Cheng et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 42(3), 351-357 (2004-02-12)
Three strains of Bifidobacterium sp., B. pseudocatenulatum, B. adolescentis, and B. longum were studied for their ability to digest glucosinolates, sinigrin (SNG) and glucotropaeolin (GTL), in vitro. All strains digested both glucosinolates during 24-48 h cultivation, accompanied by a decline
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