Skip to Content
MilliporeSigma
All Photos(3)

Key Documents

View All Documentation

252522

Sigma-Aldrich

Crotononitrile, mixture of cis and trans

99%

Synonym(s):

2-Butenenitrile, mixture of cis and trans

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
CH3CH=CHCN
CAS Number:
4786-20-3
Molecular Weight:
67.09
Beilstein/REAXYS Number:
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

Looking for similar products? Visit Product Comparison Guide

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

signalword

Danger

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_germany

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.
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
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
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)
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service