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Merck

H43407

3-Hydroxy-2-methyl-4-pyrone

99%

Synonym(s):

3-Hydroxy-2-methyl-4H-pyran-4-one, Larixinic acid, Maltol

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About This Item

Empirical Formula (Hill Notation):
C6H6O3
CAS Number:
Molecular Weight:
126.11
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-271-8
Beilstein/REAXYS Number:
112169
MDL number:
UNSPSC Code:
12352100
Assay:
99%
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InChI key

XPCTZQVDEJYUGT-UHFFFAOYSA-N

InChI

1S/C6H6O3/c1-4-6(8)5(7)2-3-9-4/h2-3,8H,1H3

SMILES string

CC1=C(O)C(=O)C=CO1

assay

99%

autoignition temp.

1364 °F

expl. lim.

25 %

mp

160-164 °C (lit.)

Quality Level

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Stefano Amatori et al.
The Journal of organic chemistry, 77(5), 2207-2218 (2012-02-03)
The N,N'-bis[(3-hydroxy-4-pyron-2-yl)methyl]-N,N'-dimethylethylendiamine (malten) and 4,10-bis[(3-hydroxy-4-pyron-2-yl)methyl]-1,7-dimethyl-1,4,7,10-tetraazacyclododecane (maltonis) were synthesized and characterized. The acid-base behavior, structural characterizations, and biochemical studies in aqueous solution were reported. Each compound contains two 3-hydroxy-2-methyl-4-pyrone units (maltol) symmetrically spaced by a polyamine fragment, the 1,4-dimethylethylendiamine (malten), or
Sílvia Chaves et al.
Journal of inorganic biochemistry, 114, 38-46 (2012-06-13)
The O,S-donor analogues of maltol and deferiprone (DMHP), respectively, thiomaltol and DMHTP, have been investigated in solution for their iron-complexation ability, as well as their electrochemical behaviors, in the presence and absence of iron, aimed at the rationalization of their
Wolfgang Kandioller et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(45), 12283-12291 (2009-10-13)
Organometallic ruthenium-arene compounds bearing a maltol ligand have been shown to be nearly inactive in in vitro anticancer assays, presumably due to the formation of dimeric Ru(II) species in aqueous solutions. In an attempt to stabilize such complexes, [Ru(eta(6)-p-cymene)(XY)Cl] (XY=pyrones
Yuzhao Zhou et al.
Journal of inorganic biochemistry, 102(4), 798-808 (2008-01-22)
The objectives were to test the null hypotheses that (1) citrate, maltolate, and fluoride do not significantly influence oral Al bioavailability, C(max) or T(max) at an Al dose relevant to drinking water exposure; and (2) Al citrate and maltolate are
Huansong Wang et al.
Free radical research, 41(4), 479-488 (2007-04-25)
Soy sauce is a traditional fermented seasoning in Asian countries, that has high antioxidant activity in vitro and some antioxidant activity in vivo. We attempted to identify the major antioxidants present, using the 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assay as a guide.

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