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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:
107418
EC Number:
213-719-1
MDL number:
MFCD00006579
UNSPSC Code:
12352100
PubChem Substance ID:
24893554
NACRES:
NA.22

Quality Level

100

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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ8415
STBH0620
STBH4532
STBD5213V
S10495

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Two-photon absorption properties of malononitrile derivatives
Zhao Y, et al.
Optical Materials, 29(9), 1206-1210 (2007)
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 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)
Synthesis and second-harmonic generation study of DCM-containing polyurethane
Yoon C-B, et al.
Synthetic Metals, 117(1-3), 233-235 (2001)
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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