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E51309

Sigma-Aldrich

1-Penten-3-on

contains 0.1% BHT as stabilizer, 97%

Synonym(e):

Ethyl-vinylketon

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About This Item

Lineare Formel:
C2H5COCH=CH2
CAS-Nummer:
1629-58-9
Molekulargewicht:
84.12
Beilstein:
1735857
MDL-Nummer:
MFCD00009316
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24894604
NACRES:
NA.22

Qualitätsniveau

200

Assay

97%

Form

liquid

Enthält

0.1% BHT as stabilizer

Brechungsindex

n20/D 1.419 (lit.)

bp

38 °C/60 mmHg (lit.)

Dichte

0.851 g/mL at 20 °C
0.845 g/mL at 25 °C (lit.)

Lagertemp.

−20°C

SMILES String

CCC(=O)C=C

InChI

1S/C5H8O/c1-3-5(6)4-2/h3H,1,4H2,2H3

InChIKey

JLIDVCMBCGBIEY-UHFFFAOYSA-N

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Verwandte Kategorien

Anwendung

Reagent for annulation.
1-Penten-3-one can be used as a reactant to synthesize:
  • Conjugated dienes via palladium-catalyzed Heck reaction with vinyl bromides.
  • β-Amino carbonyl derivatives via solvent-free aza-Michael addition reaction with aromatic amines in the presence of ionic liquid catalyst.
  • α-Exo-methylene group bearing β-amino carbonyl compounds via ion-supported triphenylphosphine catalyzed aza‐Morita‐Baylis-Hillman reaction with N-tosyl arylimines.

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

14.0 °F - closed cup

Flammpunkt (°C)

-10 °C - closed cup

Persönliche Schutzausrüstung

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Sigma-Aldrich

133035

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Sigma-Aldrich

304190

2-Methyl-2-cyclopenten-1-on

2-Cyclopenten-1-on 98%

Sigma-Aldrich

C112909

2-Cyclopenten-1-on

E Eder et al.
Chemical research in toxicology, 4(1), 50-57 (1991-01-01)
The reaction of the alpha, beta-unsaturated ketones methyl vinyl ketone (MVK) and ethyl vinyl ketone (EVK) with nucleosides and 5'-mononucleotides was studied. The genotoxic activity of MVK and EVK in the SOS Chromotest was investigated. Three different types of adducts
Weijun Liu et al.
Journal of the American Chemical Society, 128(5), 1426-1427 (2006-02-02)
The cycloaddition between 1,3-cyclohexadiene and various enones and enals (methyl vinyl ketone, ethyl vinyl ketone, methacrolien) is accomplished at room temperature in yields ranging from 51 to 68% without the use of Lewis acids, high pressures, or microwave reactors. This
Eduardo C Meurer et al.
Journal of mass spectrometry : JMS, 37(2), 146-154 (2002-02-22)
Gas-phase reactions of acylium ions with alpha,beta-unsaturated carbonyl compounds were investigated using pentaquadrupole multiple-stage mass spectrometry. With acrolein and metacrolein, CH(3)-C(+)(double bond)O, CH(2)(double bond)CH-C(+)(double bond)O, C(6)H(5)-C(+)(double bond)O, and (CH(3))(2)N-C(+)(double bond)O react to variable extents by mono and double polar [4
E Eder et al.
Mutation research, 470(1), 29-37 (2000-09-15)
alpha,beta-Unsaturated ketones are bifunctional compounds which form promutagenic 1,N(2)-propanodeoxyguanosine adducts like carcinogenic alpha,beta-unsaturated aldehydes and are mutagenic and genotoxic like these aldehydes. They are important industrial chemicals, are found in our environment and are widespread in our food. We investigated
V Kettmann et al.
Acta crystallographica. Section C, Crystal structure communications, 57(Pt 6), 737-739 (2001-06-16)
The title compound, C18H19N3O2, was obtained by an azo-coupling reaction with enaminones and is composed of a planar azoenamine skeleton which forms a six-membered ring through a symmetrical intramolecular hydrogen bond. The compound was found to exist as an equilibrium
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