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198242

Sigma-Aldrich

Tetrahydro-4H-pyran-4-one

99%

Synonym(s):

4-Oxotetrahydropyran

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About This Item

Empirical Formula (Hill Notation):
C5H8O2
CAS Number:
29943-42-8
Molecular Weight:
100.12
Beilstein:
106463
EC Number:
249-967-2
MDL number:
MFCD00006581
UNSPSC Code:
12352100
PubChem Substance ID:
24851869
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.452 (lit.)

bp

166-166.5 °C (lit.)

density

1.084 g/mL at 25 °C (lit.)

SMILES string

O=C1CCOCC1

InChI

1S/C5H8O2/c6-5-1-3-7-4-2-5/h1-4H2

InChI key

JMJRYTGVHCAYCT-UHFFFAOYSA-N

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Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Precautionary Statements

P210

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

131.0 °F - closed cup

Flash Point(C)

55 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis, 672-672 (1994)
Tetrahedron Letters, 33, 7701-7701 (1992)
Bryan Ringstrand et al.
Beilstein journal of organic chemistry, 7, 386-393 (2011-04-23)
The methodology to prepare 3-substituted 1,5-dibromopentanes I and their immediate precursors, which include 3-substituted 1,5-pentanediols VII or 4-substituted tetrahydropyrans VIII, is surveyed. Such dibromides I are important intermediates in the preparation of liquid crystalline derivatives containing 6-membered heterocyclic rings. Four
R K Anderson et al.
The Journal of antibiotics, 46(2), 331-342 (1993-02-01)
Syntheses are described for penicillins (4b approximately 4i, 5a and 5b) which possess a 6 beta-(2-heteroaryl-3-substituted)-propenamido side-chain of fixed geometry. In vitro results for these compounds against a range of Gram-positive and Gram-negative bacteria showed in most cases good stability
Kun Huang et al.
The Journal of organic chemistry, 71(21), 8320-8323 (2006-10-10)
As the first example for the synthesis of optically active alpha-hydroxyaldehydes and alpha-hydroxyketones in ionic liquids, we applied RTILs into L-proline catalyzed direct enantioselective alpha-aminoxylation of both aldehydes and ketones successfully. This protocol features a number of advantages, such as
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