but-3-yn-2-one

• ChemBase ID: 9998
• Molecular Formular: C4H4O
• Molecular Mass: 68.07396
• Monoisotopic Mass: 68.02621475
• SMILES: C#CC(=O)C
• Canonical SMILES: CC(=O)C#C
• InChI: InChI=1S/C4H4O/c1-3-4(2)5/h1H,2H3
• InChIKey: XRGPFNGLRSIPSA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: but-3-yn-2-one
• IUPAC Traditional name: butyn-2-one
• Synonyms: 1-BUTYN-3-ONE; 3-Butyn-2-one; Ethynyl methyl ketone; But-3-yn-2-one 99%; 3-Butyn-2-one; 3-丁炔-2-酮

Database IDs

• CAS Number: 1423-60-5
• EC Number: 215-834-2
• MDL Number: MFCD00008775
• Beilstein Number: 605353
• PubChem SID: 24849921; 160973305
• PubChem CID: 15018

CALCULATED PROPERTIES

• Acid pKa: 18.670563
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.51159525
• LogD (pH = 7.4): 0.51159525
• Log P: 0.51159525
• Molar Refractivity: 19.3351 cm^3
• Polarizability: 7.0756 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 84-86°C; 84-86°C; 85 °C(lit.); 85°C
• Flash Point: -1 °C; -1°C; -1°C(30°F); 30.2 °F
• Density: 0.87 g/mL at 25 °C(lit.); 0.870; 0.878
• Refractive Index: 1.4060; n20/D 1.406(lit.)

Safety Information

• Storage Warning: Highly Flammable/Toxic; IRRITANT, TOXIC, FLAMMABLE
• European Hazard Symbols: Flammable (F); Highly toxic (T+); Harmful (Xn)
• UN Number: 1992; UN1992
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-28-36/37/38; 11-28-37/38-41; R:10-22
• Safety Statements: 7/9-16-26-36/37/39-45; 9-16-20-23-26-28-36/37/39-45; S:16-24-36/37/39-45-53
• TSCA Listed: false; 否
• GHS Pictograms: GHS02; GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H300-H315-H319-H335; H225-H300-H315-H335-H318
• GHS Precautionary statements: P210-P261-P264-P301 + P310-P305 + P351 + P338; P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1992 3/PG 2

Product Information

• Purity: 95%; 97%; 98%; 98+%
• Linear Formula: HC≡CCOCH3

DETAILS

MP Biomedicals - 05209631

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 161314

Application
Substrate in a stereoselective, conjugate arylation mediated by gallium(III) chloride leading to (E)-α,β-unsaturated ketones.1
Packaging
2.5, 10 mL in glass bottle

REFERENCES

• Reacts with Dimethyl acetone-1,3-dicarboxylate, A14969, under mild conditions to give a benzenoid product via a Michael addition - aldol cyclization process: Synth. Commun., 28, 1525 (1998):
  
• For a similar reaction, see Methyl 2-hexynoate, B23065.