2-ethyl-3-hydroxy-4H-pyran-4-one

• ChemBase ID: 112550
• Molecular Formular: C7H8O3
• Molecular Mass: 140.13662
• Monoisotopic Mass: 140.04734412
• SMILES: CCc1c(O)c(=O)cco1
• Canonical SMILES: CCc1occc(=O)c1O
• InChI: InChI=1S/C7H8O3/c1-2-6-7(9)5(8)3-4-10-6/h3-4,9H,2H2,1H3
• InChIKey: YIKYNHJUKRTCJL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-ethyl-3-hydroxy-4H-pyran-4-one
• IUPAC Traditional name: ethyl maltol
• Synonyms: 3-Hydroxy-2-methyl-4H-pyran-4-one; 2-Methyl-3-hydroxy-4-pyrone; 2-Methyl-3-hydroxypyran-4-one; 2-Methyl-3-hydroxypyrone; 3-Hydroxy-2-methyl-1,4-pyrone; Larixic Acid; Larixin; NSC 2829; NSC 404458; Palatone; Veltol; Maltol; 2-ethyl-3-hydroxy-4H-pyran-4-one; ETHYL MALTOL; 2-Ethyl pyromeconic acid; 2-ethyl-3-hydroxy-4-pyrone; 2-Ethyl-3-hydroxy-4H-pyran-4-one; Ethyl maltol; Ethyl maltol; 2-Ethyl-3-hydroxy-4H-pyran-4-one; 2-乙基-3-羟基-4H-吡喃-4-酮; 乙基麦芽酚; 乙基麦芽酚; 2-乙基-3-羟基-4H-吡喃-4-酮

Database IDs

• CAS Number: 118-71-8; 4940-11-8
• EC Number: 225-582-5
• MDL Number: MFCD00059795
• PubChem SID: 24865832; 162097466; 24901730
• PubChem CID: 21059
• CHEMBL: 121557
• Chemspider ID: 19804
• FEMA ID: 3487
• Wikipedia Title: Ethyl_maltol
• Council of Europe Number: 692
• Flavis Number: 7.047

CALCULATED PROPERTIES

• Acid pKa: 9.5311165
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.0689099
• LogD (pH = 7.4): 1.0657519
• Log P: 1.0689503
• Molar Refractivity: 38.246 cm^3
• Polarizability: 13.83092 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White crystalline powder; White to Off-White Solid
• Melting Point: 162-164°C; 85-95 °C(lit.); 85–95 °C; 92°C
• Boiling Point: 161°C
• Hydrophobicity(logP): 0.629
• Organoleptic: caramel

Safety Information

• Storage Condition: Refrigerator
• RTECS: UQ0840000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22; R22
• Safety Statements: 36; S36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC; FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥99%; 95%; 99%
• Grade: FG; Halal; Kosher
• Empirical Formula (Hill Notation): C7H8O3

DETAILS

MP Biomedicals - 05224585

MP Biomedicals Rare Chemical collection

Sigma Aldrich - W348708

Packaging
1 kg in poly bottle
5 kg in poly drum
1 sample in glass bottle
100 g in poly bottle
25 kg in fiber drum

Sigma Aldrich - 412929

Packaging
25, 100 g in poly bottle

Toronto Research Chemicals - M160130

A fragrance molecule used in flavor enhancers and fragrances.

REFERENCES

• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010)
• Huang, Y., et al.: J. Food Sci., 75, C121 (2010)
• Tsuji, H., et al.: J. Food Sci., 75, C79 (2010)