161314

3-Butyn-2-one

95%

• Linear Formula: HC≡CCOCH₃
• CAS Number: 1423-60-5
• Molecular Weight: 68.07
• Beilstein: 605353
• EC Number: 215-834-2
• MDL number: MFCD00008775
• UNSPSC Code: 12352100
• PubChem Substance ID: 24849921
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95%
• refractive index: n20/D 1.406 (lit.)
• bp: 85 °C (lit.)
• density: 0.87 g/mL at 25 °C (lit.)
• functional group: ketone
• SMILES string: CC(=O)C#C
• InChI: 1S/C4H4O/c1-3-4(2)5/h1H,2H3
• InChI key: XRGPFNGLRSIPSA-UHFFFAOYSA-N

Description

General description

3-Butyn-2-one undergoes asymmetric double-Michael reaction with ortho-tosylamidophenyl malonate catalyzed by chiral aminophosphines to yield indolines. It undergoes double Michael reaction with nitrogen-containing tethered diacid to give pipecolic acid derivatives.

Application

3-Butyn-2-one was used in the synthesis of clerodane diterpenoid (+/-)-sacacarin. It was used as substrate in stereoselective, conjugate arylation mediated by gallium(III) chloride leading to (E)-α,β-unsaturated ketones.

Safety Information

• Pictograms: GHS02,GHS06
• Signal Word: Danger
• Hazard Statements: H225,H300,H315,H319,H335
• Precautionary Statements: P210 - P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 2 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 30.2 °F - closed cup
• Flash Point(C): -1 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves