InChI key
CFEYBLWMNFZOPB-UHFFFAOYSA-N
InChI
1S/C5H7N/c1-2-3-4-5-6/h2H,1,3-4H2
SMILES string
C=CCCC#N
assay
97%
refractive index
n20/D 1.42 (lit.)
bp
140 °C (lit.)
density
0.814 g/mL at 25 °C (lit.)
General description
4-Pentenenitrile (4-PN) is a terminal alkene nitrile. It is obtained from 3-pentenenitrile via cationic nickel hydride or cobalt catalyzed isomerization. 4-Pentenenitrile undergoes hydrocyanation in the presence of bidentate nickel complexes (catalysts) to yield 3-pentenenitrile. 4-PN undergoes gas-phase reaction with OH radicals and Cl atoms in the presence of synthetic air and various reference compounds.
Application
4-Pentenenitrile may be used to synthesize 4-pentenylamine.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Ligand Descriptor Analysis in Nickel-Catalysed Hydrocyanation: A Combined Experimental and Theoretical Study.
Burello E, et al.
Advanced Synthesis & Catalysis, 347(6), 803-810 (2005)
Kinetic control in catalytic olefin isomerization. An explanation for the apparent contrathermodynamic isomerization of 3-pentenenitrile.
McKinney RJ.
Organometallics, 4(6), 1142-1143 (1985)
P Kloss et al.
Poultry science, 73(10), 1542-1551 (1994-10-01)
Glucosinolates and their breakdown products (nitriles) have long been implicated as toxic factors when feeding rapeseed (Brassica napus) meals and crambe (Crambe abyssinica) meals to poultry. Accordingly, various methods have been developed to remove these compounds from the meals to
New methods for alkaloid synthesis: Generation of indole-2, 3-diquinomethanes as a route to indole alkaloids.
Gallagher T and Magnus P.
Tetrahedron, 37(23), 3889-3897 (1981)
Gas-phase reactivity study of (E)-3-pentenenitrile and 4-pentenenitrile towards OH radicals and Cl atoms at atmospheric pressure.
Colomer JP, et al.
Atmospheric Environment, 61, 597-604 (2012)
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