Ethyl maltol

Ethyl maltol
Names
Preferred IUPAC name
2-Ethyl-3-hydroxy-4H-pyran-4-one
Other names
  • 2-Ethyl-3-hydroxy-4-pyranone
  • 2-Ethyl pyromeconic acid
  • 2-Ethyl-3-hydroxy-4-pyrone
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.023.256
EC Number
  • 225-582-5
KEGG
PubChem CID
RTECS number
  • UQ0840000
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H8O3/c1-2-6-7(9)5(8)3-4-10-6/h3-4,9H,2H2,1H3 checkY
    Key: YIKYNHJUKRTCJL-UHFFFAOYSA-N checkY
  • InChI=1/C7H8O3/c1-2-6-7(9)5(8)3-4-10-6/h3-4,9H,2H2,1H3
    Key: YIKYNHJUKRTCJL-UHFFFAOYAY
SMILES
  • CCC1=C(C(=O)C=CO1)O
Properties
Chemical formula
C7H8O3
Molar mass 140.138 g·mol−1
Appearance White crystalline powder
Melting point 85 to 95 °C (185 to 203 °F; 358 to 368 K)[1]
Boiling point 161 °C (322 °F; 434 K)
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H302
Precautionary statements
P264, P270, P301+P312, P330, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Ethyl maltol is an organic compound that is a common flavourant in some confectioneries. It is related to the more common flavorant maltol by replacement of the methyl group by an ethyl group.[2] It is a white solid with a sweet smell that can be described as caramelized sugar or as caramelized fruit. Ethyl maltol is often used in perfumery to create gourmand scents. Ethyl maltol was first used in Mugler's Angel perfume in 1992.[3]

The conjugate base derived from ethylmaltol, again like maltol, has a high affinity for iron, forming a red coordination complex. In such compounds, the heterocycle is a bidentate ligand.

Original patent:[4]

References

  1. ^ Ethyl maltol at Sigma-Aldrich
  2. ^ Erich Lück and Gert-Wolfhard von Rymon Lipinski "Foods, 3. Food Additives" in Ullmann's Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH, Weinheim. doi:10.1002/14356007.a11_561
  3. ^ "Сладкие ароматы в парфюмерии - Лучшие сладкие духи для мужчин и женщин с фото - Гурманские парфюмы". gourmandperfumes.ru. Retrieved 2025-04-02.
  4. ^ Charles R Stephens Jr & Robert P Allingham, U.S. patent 3,446,629 (1969 to Pfizer Inc).