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14190

Sigma-Aldrich

Succinonitrile

purum, ≥97.0% (GC)

Synonym(s):

1,2-Dicyanoethane, Butanedinitrile

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About This Item

Linear Formula:
NCCH2CH2CN
CAS Number:
Molecular Weight:
80.09
Beilstein:
1098380
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

Assay

≥97.0% (GC)

form

solid

bp

265-267 °C (lit.)

mp

50-54 °C (lit.)

solubility

water: soluble 130 g/L

density

0.985 g/mL at 25 °C (lit.)

functional group

nitrile

SMILES string

N#CCCC#N

InChI

1S/C4H4N2/c5-3-1-2-4-6/h1-2H2

InChI key

IAHFWCOBPZCAEA-UHFFFAOYSA-N

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General description

Succinonitrile has plastic crystalline nature. It is the precursor of 1,4-diaminobutane.

Application

Succinonitrile dispersed with ionic liquids entrapped in a host polymer was used to constitute gel polymer electrolytes. It was used as dopant to investigate the ionic conductivity and X-ray absorption spectroscopic results for lithium and copper salt doped succinonitrile.

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Repr. 2

Storage Class Code

11 - Combustible Solids

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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A Combined Conductivity and XAS Study of Plastically Crystalline Electrolytes.
Chadwick AV, et al.
Journal of Physics. Conference Series, 249(1) (2010)
Possible role of hydroxyl radicals in the metabolism of succinonitrile.
E P Hayes et al.
Biochemical pharmacology, 34(22), 4081-4084 (1985-11-15)
Todd C Peterson et al.
Journal of neurotrauma, 29(18), 2823-2830 (2012-09-29)
The primary goal of this study was to compare clinically relevant doses of progesterone and nicotinamide within the same injury model. Progesterone has been shown to reduce edema and inflammation and improve functional outcomes following brain injury. Nicotinamide has also
B W Mangum
Clinical chemistry, 29(7), 1380-1384 (1983-07-01)
In an investigation of the melting and freezing behavior of succinonitrile, the triple-point temperature was determined to be 58.0805 degrees C, with an estimated uncertainty of +/- 0.0015 degrees C relative to the International Practical Temperature Scale of 1968 (IPTS-68).
Tijs M Lammens et al.
ChemSusChem, 4(6), 785-791 (2011-05-11)
Succinonitrile is the precursor of 1,4-diaminobutane, which is used for the industrial production of polyamides. This paper describes the synthesis of biobased succinonitrile from glutamic acid and glutamine, amino acids that are abundantly present in many plant proteins. Synthesis of

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