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).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

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.

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: [3]

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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. Charles R Stephens Jr & Robert P Allingham, U.S. patent 3,446,629 (1969 to Pfizer Inc).