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
Quality Level
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
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.
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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Synlett, 51-51 (1991)
Ruthenium-catalyzed oxidative cross-coupling reaction of activated olefins with vinyl boronates for the synthesis of (E, E)-1, 3-dienes
Dattatraya D H, et al.
The Journal of Organic Chemistry, 86, 3444-3455 (2021)
Yichi Xu et al.
Journal of food science, 75(4), C352-C358 (2010-06-16)
The release of volatiles from tomatillos (Physalis ixocarpa Brot.) and tomatoes in the mouthspace and nosespace was measured in real-time using selected ion flow tube mass spectrometry (SIFT-MS). (Z)-3-Hexenal, (E)-2-hexenal, hexanal, and 1-penten-3-one increased, while isobutyl alcohol, nonanal, and methylbutanal