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131016

Sigma-Aldrich

Fumaronitrile

98%

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Synonym(s):
trans-1,2-Dicyanoethylene
Linear Formula:
NCCH=CHCN
CAS Number:
Molecular Weight:
78.07
Beilstein:
969245
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

bp

186 °C (lit.)

mp

93-95 °C (lit.)

solubility

ethanol: 50 (mg/mL; colorless to yellow)

SMILES string

N#C\C=C\C#N

InChI

1S/C4H2N2/c5-3-1-2-4-6/h1-2H/b2-1+

InChI key

KYPOHTVBFVELTG-OWOJBTEDSA-N

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Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Bruno Crociani et al.
Dalton transactions (Cambridge, England : 2003), 41(40), 12490-12500 (2012-09-08)
The iminodiphosphine 2-(PPh(2))C(6)H(4)-1-CH=NC(6)H(4)-2-(PPh(2)) (P-N-P') is used for the preparation of the complexes [Pd(η(1)-CHR(1)-CH=CR(2)R(3))(P-N-P')]BF(4) [R(1) = R(2) = R(3) = H: (1); R(1) = R(2) = Ph, R(3) = H: (2); R(1) = R(3) = H, R(2) = Ph: (3); R(1)
Alicja B Veselá et al.
Applied microbiology and biotechnology, 100(5), 2193-2202 (2015-11-02)
The aim of this study was to discover new nitrilases with useful activities, especially towards dinitriles that are precursors of high-value cyano acids. Genes coding for putative nitrilases of different origins (fungal, plant, or bacterial) with moderate similarities to known
Yinlong Yang et al.
Biomaterials, 33(31), 7803-7809 (2012-07-24)
We report a new strategy of using carrier-free pure near-infrared (NIR) dye nanoparticles (NPs) to achieve highly luminescent NIR fluorescent probes for in vitro and in vivo imaging. Bis(4-(N-(2-naphthyl)phenylamino) phenyl)-fumaronitrile (NPAPF) NPs are shown to exhibit favorable biocompatibility, wide-range pH
J M Wyatt et al.
Biodegradation, 6(2), 93-107 (1995-06-01)
Effluent from the manufacture of acrylonitrile is difficult to biodegrade. It contains nine major organic components: acetic acid, acrylonitrile, acrylamide, acrylic acid, acrolein, cyanopyridine, fumaronitrile, succinonitrile, and maleimide. A range of bacteria have been isolated that can grow on, or
R Schlegelmilch et al.
Journal of applied toxicology : JAT, 8(3), 201-209 (1988-06-01)
Two aliphatic nitriles, acetonitrile and fumaronitrile were tested for their genotoxic potential in three mutagenicity test systems: the Salmonella/microsome-assay, an assay using Saccharomyces cerevisiae (strain D7), and the bone marrow micronucleus test. Both compounds were tested with and without metabolic

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