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131016

Sigma-Aldrich

Fumaronitrile

98%

Synonym(s):

trans-1,2-Dicyanoethylene

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About This Item

Linear Formula:
NCCH=CHCN
CAS Number:
764-42-1
Molecular Weight:
78.07
Beilstein:
969245
EC Number:
212-122-3
MDL number:
MFCD00001928
UNSPSC Code:
12352100
PubChem Substance ID:
24847987
NACRES:
NA.22

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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Related Categories

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Stéphane Pagès et al.
The journal of physical chemistry. A, 110(24), 7547-7553 (2006-06-16)
The ultrafast ground state recovery (GSR) dynamics of the radical cation of perylene, Pe(*+), generated upon bimolecular photoinduced electron transfer in acetonitrile, has been investigated using pump-pump-probe spectroscopy. With 1,4-dicyanobenzene as electron acceptor, the free ion yield is substantial and
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
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
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
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