252522
Crotononitrile, mixture of cis and trans
99%
Synonym(s):
2-Butenenitrile, mixture of cis and trans
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About This Item
Linear Formula:
CH3CH=CHCN
CAS Number:
Molecular Weight:
67.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
225-335-1
Beilstein/REAXYS Number:
1719747
MDL number:
Assay:
99%
Form:
liquid
InChI key
NKKMVIVFRUYPLQ-NSCUHMNNSA-N
InChI
1S/C4H5N/c1-2-3-4-5/h2-3H,1H3/b3-2+
SMILES string
C\C=C\C#N
assay
99%
form
liquid
Quality Level
bp
120-121 °C (lit.)
density
0.824 g/mL at 25 °C (lit.)
functional group
nitrile
Related Categories
General description
Neurotoxic properties of crotononitrile have been investigated. Mechanism of the Baylis-Hillman reaction of crotononitrile and benzaldehyde in the presence of 1,4-diazabicyclo[2,2,2]octane (catalyst) has been investigated.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
60.8 °F - closed cup
flash_point_c
16 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Nathan A Owston et al.
Chemical communications (Cambridge, England), (5)(5), 624-625 (2008-01-23)
The oxidation of alcohols in the presence of methanol has been achieved using a ruthenium catalyst with crotononitrile as the hydrogen acceptor.
Eduardo Balbuena et al.
Toxicology and applied pharmacology, 187(2), 89-100 (2003-03-22)
The neurotoxic compound crotononitrile has two isomeric forms, cis and trans. We compared the effects of these two isomers isolated by distillation from the commercially available mixture. Adult male Long-Evans rats were administered vehicle control, cis-crotononitrile (80, 100, and 120
Pere Boadas-Vaello et al.
Toxicology and applied pharmacology, 225(3), 310-317 (2007-09-20)
Several alkylnitriles are toxic to sensory systems, including the vestibular system, through yet undefined mechanisms. This study addressed the hypothesis that the vestibular toxicity of cis-crotononitrile depends on CYP2E1-mediated bioactivation. Wild-type (129S1) and CYP2E1-null female mice were exposed to cis-crotononitrile
H Tanii et al.
Nihon eiseigaku zasshi. Japanese journal of hygiene, 54(2), 459-466 (1999-09-10)
Nitriles are widely used in industry as plastics, solvents, and synthetic intermediates. It has been shown that the thermal degradation of acrylonitrile-based plastics leads to the emission of a great variety of nitriles. Exposure of humans and experimental animals to
Carla Soler-Martín et al.
Toxicological sciences : an official journal of the Society of Toxicology, 96(1), 123-132 (2006-12-13)
Several nitriles have been demonstrated to cause hair cell loss in the inner ear of the rat, but the susceptibility of other species to this toxic effect has not been investigated. Adult male Swiss mice were administered (po) control vehicle
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