4-hydroxy-2,5-dimethyl-2,3-dihydrofuran-3-one

• ChemBase ID: 127497
• Molecular Formular: C6H8O3
• Molecular Mass: 128.12592
• Monoisotopic Mass: 128.04734412
• SMILES: O=C1C(=C(OC1C)C)O
• Canonical SMILES: CC1OC(=C(C1=O)O)C
• InChI: InChI=1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3
• InChIKey: INAXVXBDKKUCGI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-2,5-dimethyl-2,3-dihydrofuran-3-one
• IUPAC Traditional name: furaneol
• Synonyms: 4-Hydroxy-2,5-dimethyl-3(2H)-furanone; Alletone; Pineapple ketone; Strawberry furanone; Dimethylhydroxy furanone; Furaneol; 2,5-Dimethyl-4-hydroxy-3(2H)-furanone; Furaneol; 4-Hydroxy-2,5-dimethyl-3(2H)-furanone; 4-Hydroxy-2,5-dimethyl-3(2H)-furanone solution; 2,5-二甲基-4-羟基-3(2H)-呋喃酮; 天然呋喃酮; 草莓呋喃酮; 4-羟基-2,5-二甲基l-3(2H)-呋喃酮; 4-羟基-2,5-二甲基-3(2H)-呋喃酮 溶液

Database IDs

• CAS Number: 3658-77-3
• EC Number: 222-908-8
• MDL Number: MFCD00010706
• Beilstein Number: 1281357
• PubChem SID: 24859318; 24901514; 24901515; 162221816; 24865419; 24901516
• PubChem CID: 19309
• Chemspider ID: 18218
• FEMA ID: 3174
• Unique Ingredient Identifier: 20PI8YZP7A
• Wikipedia Title: Furaneol
• Council of Europe Number: 536
• Flavis Number: 13.01

CALCULATED PROPERTIES

• Acid pKa: 7.0867295
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.19766554
• LogD (pH = 7.4): -0.2760561
• Log P: 0.20876269
• Molar Refractivity: 33.2927 cm^3
• Polarizability: 12.255315 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 73-77 °C(lit.); 73–77 °C; 75-80 °C
• Boiling Point: 188 °C
• Flash Point: 113 °C; 235.4 °F
• Density: 1.049 g/mL at 25 °C
• Refractive Index: n20/D 1.439
• Organoleptic: almond; caramel; grape; coffee; meaty; strawberry; sweet

Safety Information

• RTECS: LU3990000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: 2-8°C
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥98%; ≥99.0% (GC); 95%
• Concentration: 10 wt. % in propylene glycol; 15 wt. % in triacetin
• Grade: FG; Halal; Kosher; natural; natural (US); NI
• Empirical Formula (Hill Notation): C6H8O3

DETAILS

Sigma Aldrich - W317411

Biochem/physiol Actions
Taste at 0.10 to 1.0 ppm
General description
Natural Occurrence: Coffee, grape, malt, pineapple, raspberry, roasted almond, roasted filbert and strawberry, fermented soy sauce, guava.
Packaging
1 sample in glass bottle

Sigma Aldrich - 322482

Packaging
25 g in glass bottle

Sigma Aldrich - 40703

Packaging
25 g in glass bottle

Sigma Aldrich - W317403

Packaging
1 kg in poly bottle
1 sample in glass bottle
100 g in poly bottle

Sigma Aldrich - W317454

Packaging
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle