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252522

Sigma-Aldrich

Crotonsäurenitril (cis+trans)

99%

Synonym(e):

2-Butensäurenitril (cis+trans)

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About This Item

Lineare Formel:
CH3CH=CHCN
CAS-Nummer:
4786-20-3
Molekulargewicht:
67.09
Beilstein:
1719747
EG-Nummer:
225-335-1
MDL-Nummer:
MFCD00001935
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24855216
NACRES:
NA.22

Assay

99%

Form

liquid

Brechungsindex

n20/D 1.419 (lit.)

bp

120-121 °C (lit.)

Dichte

0.824 g/mL at 25 °C (lit.)

SMILES String

C\C=C\C#N

InChI

1S/C4H5N/c1-2-3-4-5/h2-3H,1H3/b3-2+

InChIKey

NKKMVIVFRUYPLQ-NSCUHMNNSA-N

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Allgemeine Beschreibung

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.

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

60.8 °F - closed cup

Flammpunkt (°C)

16 °C - closed cup

Persönliche Schutzausrüstung

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

Analysenzertifikate (COA)

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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.
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
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.
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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