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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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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)
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)
Catalytic asymmetric aldol-type reaction using a chiral tin (II) Lewis acid.
Kobayashi S, et al.
Tetrahedron, 49(9), 1761-1772 (1993)
H V O Carswell et al.
American journal of physiology. Heart and circulatory physiology, 287(4), H1501-H1504 (2004-05-25)
The present study employs selective estrogen receptor (ER) agonists to determine whether 17beta-estradiol-induced neuroprotection in global ischemia is receptor mediated and, if so, which subtype of receptor (ERalpha or ERbeta) is predominantly responsible. Halothane-anesthetized female C57Bl/6J mice were ovariectomized, and
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Franck-Condon one-electron oxidation of the stable anions -CH2CN, CH3-CHCN and -CH2CH2CN (in the collision cell of a reverse-sector mass spectrometer) produce the radicals .CH2CN, CH3.CHCN and .CH2CH2CN, which neither rearrange nor decompose during the microsecond duration of the neutralisation-reionisation experiment.

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