4-hydroxybutan-2-one

• ChemBase ID: 3716
• Molecular Formular: C4H8O2
• Molecular Mass: 88.10512
• Monoisotopic Mass: 88.0524295
• SMILES: CC(=O)CCO
• Canonical SMILES: CC(=O)CCO
• InChI: InChI=1S/C4H8O2/c1-4(6)2-3-5/h5H,2-3H2,1H3
• InChIKey: LVSQXDHWDCMMRJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxybutan-2-one
• IUPAC Traditional name: 4-hydroxy-2-butanone; @4-hydroxy-2-butanone
• Synonyms: 2-Hydroxyethyl methyl ketone; 4-Hydroxy-2-butanone; 4-hydroxybutan-2-one; 4-Hydroxy-2-Butanone; 2-羟乙基甲酮; 4-羟基-2-丁酮

Database IDs

• CAS Number: 590-90-9
• EC Number: 209-693-6
• MDL Number: MFCD00059005
• Beilstein Number: 1737666
• PubChem SID: 46508666; 160967154; 24855219
• PubChem CID: 111509

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.79874
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.4739555
• LogD (pH = 7.4): -0.4739555
• Log P: -0.4739555
• Molar Refractivity: 22.5964 cm^3
• Polarizability: 8.820246 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.85
• LOG S: 0.86
• Solubility (Water): 6.32e+02 g/l

PROPERTIES

Physical Property

• Boiling Point: 73-76 °C/12 mmHg(lit.); 73-76°C/12mm
• Flash Point: 33 °C; 89°C(192°F); 91.4 °F
• Density: 1.020; 1.023 g/mL at 25 °C(lit.)
• Refractive Index: 1.4310; n20/D 1.430(lit.)
• Hydrophobicity(logP): -0.761

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 10; 36/37/38
• Safety Statements: 16; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226; H315-H319-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-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 1993 3/PG 3

Product Information

• Purity: 95%
• Linear Formula: HOCH2CH2COCH3

DETAILS

DrugBank - DB04094

Drug information: experimental

Sigma Aldrich - 252557

Packaging
100 g in glass bottle
Application
Has been used to prepare 4-methyl-5-hydroxymethylthiazole,1 (±)-lineatin,2 mevalonic acid lactone3,4 and verrucarin.5
Precursor to the substrate employed in a copper(I)-catalyzed enantioselective synthesis of β-hydroxylactones.