E51309
1-Penten-3-one
contains 0.1% BHT as stabilizer, 97%
Synonym(s):
Ethyl vinyl ketone
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About This Item
Linear Formula:
C2H5COCH=CH2
CAS Number:
Molecular Weight:
84.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1735857
Assay:
97%
Form:
liquid
assay
97%
form
liquid
contains
0.1% BHT as stabilizer
refractive index
n20/D 1.419 (lit.)
bp
38 °C/60 mmHg (lit.)
density
0.851 g/mL at 20 °C, 0.845 g/mL at 25 °C (lit.)
storage temp.
−20°C
SMILES string
CCC(=O)C=C
InChI
1S/C5H8O/c1-3-5(6)4-2/h3H,1,4H2,2H3
InChI key
JLIDVCMBCGBIEY-UHFFFAOYSA-N
General description
1-Penten-3-one also known as Ethyl vinyl ketone, is a straight-chain aliphatic α, β -unsaturated ketone, commonly used in the coupling reaction for the synthesis of diene and six-membered ring compounds.
Application
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.
Reagent for annulation.
Disclaimer
Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.
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signalword
Danger
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
14.0 °F - closed cup
flash_point_c
-10 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 420355-100MGCN | 04055977187533 |