5-methylideneoxolan-2-one

• ChemBase ID: 148274
• Molecular Formular: C5H6O2
• Molecular Mass: 98.09994
• Monoisotopic Mass: 98.03677943
• SMILES: C=C1CCC(=O)O1
• Canonical SMILES: C=C1CCC(=O)O1
• InChI: InChI=1S/C5H6O2/c1-4-2-3-5(6)7-4/h1-3H2
• InChIKey: SIFBVNDLLGPEKT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methylideneoxolan-2-one
• IUPAC Traditional name: α'-angelica lactone
• Synonyms: α′-Angelicalactone; 5-Methylenedihydro-2(3H)-furanone; γ-Methylene-γ-butyrolactone; α′-当归内酯; 5-甲基-2(3H)-呋喃酮; γ-亚甲基-γ-丁内酯

Database IDs

• CAS Number: 10008-73-8
• EC Number: 233-004-8
• MDL Number: MFCD00042762
• Beilstein Number: 1560870
• PubChem SID: 24856523; 162242450
• PubChem CID: 66201

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.36975712
• LogD (pH = 7.4): 0.36975712
• Log P: 0.36975712
• Molar Refractivity: 25.0708 cm^3
• Polarizability: 9.756357 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 80 °C/17 mmHg(lit.)
• Flash Point: 194 °F; 90 °C
• Density: 1.096 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.466(lit.); n20/D 1.467

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 42/43
• Safety Statements: 23-36/37; 23-36/37-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H317-H334
• GHS Precautionary statements: P261-P280-P342 + P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥95.0% (GC); 99%
• Grade: purum
• Contains: ~0.5% 2,6-di-tert-butyl-4-methylphenol as stabilizer
• Empirical Formula (Hill Notation): C5H6O2

DETAILS

Sigma Aldrich - 273007

Packaging
1 g in glass bottle

Sigma Aldrich - 66737

Other Notes
Synthesis of halo enol lactones1