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
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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
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.
Rafat M Mohareb et al.
Acta pharmaceutica (Zagreb, Croatia), 58(4), 429-444 (2008-12-24)
Condensation of beta-amino-alpha,gamma-dicyanocrotononitrile (1) with acetophenone gave 2-amino-4-phenylpenta-1,3-diene-1,1,3-tricarbonitrile (2). The latter product was used in a series of heterocyclization reactions with different reagents such as diazonium salts, hydrazines, hydroxylamines and elemental sulfur to give pyridazine, pyrazole, isoxazole and thiophene derivatives
H Tanii et al.
Toxicology letters, 58(3), 323-328 (1991-11-01)
The effects of allylnitrile (ALN), which induces a long-term dyskinesia in mice, on the metabolism of serotonin (5-HT) and dopamine (DA) were studied after a single administration. One day after injection, ALN produced a significant increase in the levels of
H Tanii et al.
Brain research, 868(1), 141-146 (2000-06-08)
Allylnitrile and crotononitrile induce behavioral abnormalities in mice. To explore the possible involvement of the vestibular system in these behavioral abnormalities, the expression of Fos protein, used as an indicator of neuronal activity, was examined within various brain structures in
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