Ethyl maltol

Last updated
Ethyl maltol
Ethyl maltol-2D-by-AHRLS-2012.png
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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.023.256 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 225-582-5
KEGG
PubChem CID
RTECS number
  • UQ0840000
UNII
  • InChI=1S/C7H8O3/c1-2-6-7(9)5(8)3-4-10-6/h3-4,9H,2H2,1H3 Yes check.svgY
    Key: YIKYNHJUKRTCJL-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C7H8O3/c1-2-6-7(9)5(8)3-4-10-6/h3-4,9H,2H2,1H3
    Key: YIKYNHJUKRTCJL-UHFFFAOYAY
  • CCC1=C(C(=O)C=CO1)O
Properties
C7H8O3
Molar mass 140.138 g·mol−1
AppearanceWhite 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:
GHS-pictogram-exclam.svg
Warning
H302
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).
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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 [ citation needed ]. 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).
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