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412929

Sigma-Aldrich

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

99%

Synonym(s):

Ethyl maltol

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About This Item

Empirical Formula (Hill Notation):
C7H8O3
CAS Number:
Molecular Weight:
140.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

solid

mp

85-95 °C (lit.)

functional group

ether
ketone

SMILES string

CCC1=C(O)C(=O)C=CO1

InChI

1S/C7H8O3/c1-2-6-7(9)5(8)3-4-10-6/h3-4,9H,2H2,1H3

InChI key

YIKYNHJUKRTCJL-UHFFFAOYSA-N

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Application

  • Synthesis and Anti-Oomycete Mechanism: Research focused on the synthesis of sulfonate derivatives of Ethyl Maltol, incorporating 2-Ethyl-3-hydroxy-4H-pyran-4-one, and their application in combating oomycete pathogens, providing insights into the preliminary mechanisms that enhance agricultural productivity and disease management (Xing et al., 2022).
  • Redox Activity in Co(III) Complexes: A study examined the effects of replacing traditional tripodal donors with two 2N chelators in Co(III) complexes containing maltolato (a derivative of 2-Ethyl-3-hydroxy-4H-pyran-4-one) on their redox behavior and cytotoxic activity, which is crucial for the development of novel therapeutic agents (Nagy et al., 2021).
  • Characterization of Wine Aroma Compounds: The role of 2-Ethyl-3-hydroxy-4H-pyran-4-one in the characterization of odor-active compounds in various cherry wines was explored using gas chromatography-mass spectrometry and olfactometry, highlighting its significance in enhancing sensory attributes and wine quality (Niu et al., 2011).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Mutlu Dilsiz Aytemir et al.
Archiv der Pharmazie, 337(5), 281-288 (2004-04-20)
In this study, thirteen 3-hydroxy-6-methyl-2-substituted 4H-pyran-4-one derivatives were synthesized for the evaluation of their potential anticonvulsant activity. Mannich bases were prepared by the reaction of substituted piperazine derivatives with allomaltol and formaline. The structures of the synthesized compounds were confirmed
Carlyle Ribeiro Lima et al.
Molecules (Basel, Switzerland), 19(7), 9591-9605 (2014-07-09)
Tyrosinase is a key enzyme in melanin synthesis and widely distributed in plants and animals tissues. In mammals, this enzyme is related to pigment production, involved in wound healing, primary immune response and it can also contribute to catecholamines synthesis
Volatile and semi-volatile components of oak wood chips analysed by accelerated solvent extraction (ASE) coupled to gas chromatography-mass spectrometry (GC-MS).
Vichi S, et al.
Food Chemistry, 102(4), 1260-1269 (2007)
Yunwei Niu et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(23), 2287-2293 (2011-07-06)
To characterize the aroma of cherry wine, five samples were analyzed by quantitative descriptive sensory analysis, gas chromatography-mass spectrometry (GC-MS) and gas chromatography-olfactometry (GC-O). The aroma of cherry wines was described by 6 sensory terms as fruity, sour, woody, fermentation
M A Barrand et al.
The Journal of pharmacy and pharmacology, 39(3), 203-211 (1987-03-01)
The pyrones, 3-hydroxy-2-methyl-4-pyrone (maltol) and 3-hydroxy-2-ethyl-4-pyrone (ethyl maltol) chelate iron with a high affinity and selectivity. The resulting 1:3 (metal-ligand) complexes, being neutral, are able to partition readily across cell membranes and thus may facilitate iron transport across the intestinal

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