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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/REAXYS Number:
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)

functional group

nitrile

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

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX3009
MKCV6701
MKCR0167
MKCN2132
MKCK5044

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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
Wolfgang Knoll et al.
Organic letters, 12(10), 2366-2369 (2010-04-20)
Photolysis of aziadamantanes in the presence of fumaronitrile (FN) unexpectedly afforded conjugated 2H-azirines resulting from addition of the carbene to the CN triple bond. This represents the first example of a direct azirine formation starting from an alkylcarbene for which
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)
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
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