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81900

Sigma-Aldrich

Propionitrile

purum, ≥99.0% (GC)

Synonym(s):

PPN, Ethyl cyanide

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About This Item

Linear Formula:
CH3CH2CN
CAS Number:
Molecular Weight:
55.08
Beilstein:
773680
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

Assay

≥99.0% (GC)

form

liquid

refractive index

n20/D 1.366 (lit.)
n20/D 1.366

bp

97 °C (lit.)

mp

−93 °C (lit.)

density

0.772 g/mL at 25 °C (lit.)

SMILES string

CCC#N

InChI

1S/C3H5N/c1-2-3-4/h2H2,1H3

InChI key

FVSKHRXBFJPNKK-UHFFFAOYSA-N

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Application

  • Propionitrile (PPN) is an effective solvent for catalytic asymmetric aldol reaction of a silyl enol ether with aldehydes in the presence of a chiral tin(II) Lewis acid catalyst.
  • The co-solvent formed by mixing PPN with acetonitrile can be used to fabricate polymer gel electrolytes (PGEs) of dye-sensitized solar cells (DSSCs), which lead to enhanced stability of gel-state DSSCs.
  • PPN can be used as a solvent for the Brønsted acid-catalyzed synthesis of N-alkyl cis-aziridines via [2+1] annulation of a diazo compound formed by the combination of an acetate and enolate. The process does not involve the use of metals or reagents and only atomic nitrogen as a co-product.

Pictograms

FlameSkull and crossbones

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

42.8 °F - closed cup

Flash Point(C)

6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Stability improvement of gel-state dye-sensitized solar cells by utilization the co-solvent effect of propionitrile/acetonitrile and 3-methoxypropionitrile/acetonitrile with poly (acrylonitrile-co-vinyl acetate).
Venkatesan S, et al.
Journal of Power Sources, 274, 506-511 (2015)
The Br?nsted acid-catalyzed direct Aza-Darzens synthesis of N-alkyl cis-aziridines.
Williams A L and Johnston J N
Journal of the American Chemical Society, 126(6), 1612-1613 (2004)
Catalytic asymmetric aldol-type reaction using a chiral tin (II) Lewis acid.
Kobayashi S, et al.
Tetrahedron, 49(9), 1761-1772 (1993)
Sung Hee Joo et al.
Environmental science & technology, 41(4), 1288-1296 (2007-06-28)
The decreasing availability of pristine water supplies is prompting drinking water utilities to exploit waters impacted by wastewater effluents and agricultural runoff. As these waters feature elevated organic nitrogen concentrations, the pathways responsible for transformation of organic nitrogen into toxic
Sergey I Druzhinin et al.
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Fast intramolecular charge transfer (ICT) accompanied by dual fluorescence from a locally excited (LE) and an ICT state taking place with N-phenylpyrrole (PP) in the solvent n-propyl cyanide (PrCN) is investigated as a function of temperature between 25 and -112

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