E51309

1-Penten-3-one

contains 0.1% BHT as stabilizer, 97%

• Synonym(s): Ethyl vinyl ketone
• Linear Formula: C₂H₅COCH=CH₂
• CAS Number: 1629-58-9
• Molecular Weight: 84.12
• Beilstein: 1735857
• MDL number: MFCD00009316
• UNSPSC Code: 12352100
• PubChem Substance ID: 24894604
• NACRES: NA.22

Properties

• 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

Description

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.

Safety Information

• Pictograms: GHS02,GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H225,H301 + H311 + H331,H314
• Precautionary Statements: P210 - P233 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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 Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 14.0 °F - closed cup
• Flash Point(C): -10 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves