262102
5,6-Dihydro-2H-pyran-2-one
technical grade, 90%
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About This Item
Empirical Formula (Hill Notation):
C5H6O2
CAS Number:
Molecular Weight:
98.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1610
Assay:
90%
Form:
liquid
Product Name
5,6-Dihydro-2H-pyran-2-one, technical grade, 90%
InChI
1S/C5H6O2/c6-5-3-1-2-4-7-5/h1,3H,2,4H2
SMILES string
O=C1OCCC=C1
InChI key
QBDAFARLDLCWAT-UHFFFAOYSA-N
grade
technical grade
assay
90%
form
liquid
refractive index
n20/D 1.483 (lit.)
bp
103 °C/10 mmHg (lit.)
density
1.139 g/mL at 25 °C (lit.)
functional group
ester
storage temp.
2-8°C
Quality Level
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Application
5,6-Dihydro-2H-pyran-2-one has been used in the preparation of:
- (1aR,5aR,5bS,6S,7S)-6,7-di-tert-butoxy-5-oxo-pyrrolidino[1,2-b]isoxazolidino[4,5-c]tetrahydropyran
- 4-(phenyl)tetrahydro-2H-pyran-2-one
General description
Enantioselective conjugate addition of Grignard reagents to 5,6-dihydro-2H-pyran-2-one catalyzed by a chiral phosphine-copper iodide catalyst has been reported.
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D Socha et al.
Carbohydrate research, 336(4), 315-318 (2001-12-01)
(1aR,5aR,5bS,6S,7S)-6,7-Di-tert-butoxy-5-oxo-pyrrolidino[1,2-b]isoxazolidino[4,5-c]tetrahydropyran (8) prepared by (1,3)-dipolar cycloaddition of the cyclic nitrone 6 derived from tartaric acid to 5,6-dihydro-2H-pyran-2-one (7) was transformed into indolizidine 11 via a sequence of reactions involving methanolysis of the lactone ring, intramolecular alkylation of the nitrogen atom
Conjugate addition of diethylzinc to a, ?-unsaturated lactones catalyzed by copper-phosphite complexes.
Yan M, et al.
Chemical Communications (Cambridge, England), 2, 115-116 (2000)
Rhodium-catalyzed asymmetric 1, 4-addition of arylboron reagents to α,β-unsaturated esters.
Takaya Y, et al.
Tetrahedron Asymmetry, 10(20), 4047-4056 (1999)
Fabrizio Carta et al.
Bioorganic & medicinal chemistry letters, 22(1), 267-270 (2011-12-06)
The inhibition of the zinc enzyme carbonic anhydrase (CA, EC 4.2.1.1) with (thio)coumarins has been recently reported (Maresca et al., J. Am. Chem. Soc. 2009, 131, 3057). Here we demonstrate that a series of γ- and δ-(thio)lactones also act as
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