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D183407

Sigma-Aldrich

2,6-Dimethyl-γ-pyrone

99%

Synonym(s):

2,6-Dimethyl-4H-pyran-4-one

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About This Item

Empirical Formula (Hill Notation):
C7H8O2
CAS Number:
1004-36-0
Molecular Weight:
124.14
Beilstein/REAXYS Number:
107418
EC Number:
213-719-1
MDL number:
MFCD00006579
UNSPSC Code:
12352100
PubChem Substance ID:
24893554
NACRES:
NA.22

assay

99%

form

solid

bp

248-250 °C (lit.)

mp

133-137 °C (lit.)

SMILES string

CC1=CC(=O)C=C(C)O1

InChI

1S/C7H8O2/c1-5-3-7(8)4-6(2)9-5/h3-4H,1-2H3

InChI key

VSYFZULSKMFUJJ-UHFFFAOYSA-N

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Application

2,6-Dimethyl-γ-pyrone can be used as a starting material to prepare:
  • C16-C28 spiroketal fragment of altohyrtin A.
  • 1-Ethyl-2,6-dimethyl-4-hydroxy pyridinium halides.
  • 2-{2,6-Bis-[2-(4-dimethylamino-phenyl)-vinyl]-pyran-4-ylidene}-malononitrile, applicable in two-photon technology.
  • Pyran-derived polyurethanes for nonlinear optical (NLO) applications.

Pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis, structural, thermal and optical studies of 1-ethyl-2, 6-dimethyl-4-hydroxy pyridinium halides
Dhanuskodi S, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 64(2), 504-511 (2006)
Synthesis and second-harmonic generation study of DCM-containing polyurethane
Yoon C-B, et al.
Synthetic Metals, 117(1-3), 233-235 (2001)
Synthesis of the C16-C28 Spiroketal Subunit of Spongistatin 1 (Altohyrtin A): The Pyrone Approach
Crimmins MT and Katz JD
Organic Letters, 2(7), 957-960 (2000)
Two-photon absorption properties of malononitrile derivatives
Zhao Y, et al.
Optical Materials, 29(9), 1206-1210 (2007)
Karen A Nolan et al.
Bioorganic & medicinal chemistry letters, 16(24), 6246-6254 (2006-10-03)
From in silico docking and COMPARE analysis, novel inhibitors of human NAD(P)H quinone oxidoreductase (NQO1) have been identified from the NCI compound database, the most potent of which has an observed IC(50) of 0.7muM. The inhibitors exhibit a diverse range

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