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252522

Sigma-Aldrich

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:
4786-20-3
Molecular Weight:
67.09
Beilstein:
1719747
EC Number:
225-335-1
MDL number:
MFCD00001935
UNSPSC Code:
12352100
PubChem Substance ID:
24855216
NACRES:
NA.22

Quality Level

100

Assay

99%

form

liquid

refractive index

n20/D 1.419 (lit.)

bp

120-121 °C (lit.)

density

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+

InChI key

NKKMVIVFRUYPLQ-NSCUHMNNSA-N

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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.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

60.8 °F - closed cup

Flash Point(C)

16 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.
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
X P Zang et al.
Archives of toxicology, 73(1), 22-32 (1999-04-20)
A single dose of allylnitrile in mice might induce persistent behavioral abnormalities, of which the mechanism is not yet known. The present study was undertaken to explore the relationship between behavioral abnormalities and pathological changes in the brain of mice
Effect of solvent, pressure and catalyst on the E/Z-selectivity in the Baylis-Hillman reaction between crotononitrile and benzaldehyde.
van Rozendaal ELM, et al.
Tetrahedron, 49(31), 6931-6936 (1993)
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