Skip to Content
Merck
All Photos(2)

Key Documents

Safety Information

412929

Sigma-Aldrich

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

99%

Synonym(s):

Ethyl maltol

Sign Into View Organizational & Contract Pricing


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

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

412929-100G:
412929-BULK:
412929-25G:
412929-VAR:


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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
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
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
R D Abeysinghe et al.
European journal of nuclear medicine, 21(10), 1141-1147 (1994-10-01)
In order to identify new compounds which label platelets without affecting their function, three classes of metal chelating agents have been compared with oxine for their efficiency of indium-113m platelet labelling and for their short- and long-term effects on platelet

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service