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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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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
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
Taegweon Lee et al.
Journal of the American Chemical Society, 131(5), 1692-1705 (2009-01-17)
A new series of heterocyclic oligomers based on the 1,3,4-oxadiazole ring were synthesized. Other electron-deficient cores (fluorenone and fumaronitrile) were introduced to investigate the oligomers as n-channel materials. The physical properties, thin film morphologies, and field-effect transistor characteristics of the
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)
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