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ChemicalBook--->CAS DataBase List--->98166-23-5

98166-23-5

98166-23-5 Structure

98166-23-5 Structure
IdentificationBack Directory
[Name]

2H-Pyran-3(6H)-one
[CAS]

98166-23-5
[Synonyms]

2h-pyran-5-one
2H-Pyran-3(6H)-one
3,6-dihydro-2H-pyran-3-one
[Molecular Formula]

C5H6O2
[MDL Number]

MFCD07186238
[MOL File]

98166-23-5.mol
[Molecular Weight]

98.1
Chemical PropertiesBack Directory
[Boiling point ]

51-53 °C(Press: 3-4 Torr)
[density ]

1.123±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[InChI]

InChI=1S/C5H6O2/c6-5-2-1-3-7-4-5/h1-2H,3-4H2
[InChIKey]

YYRYKNXDWXDXSN-UHFFFAOYSA-N
[SMILES]

C1OCC=CC1=O
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

2H-Pyran-3(6H)-one(98166-23-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

3,6-dihydro-2H-pyran-3-ol

445378-38-1

2H-Pyran-3(6H)-one

98166-23-5

General procedure for the synthesis of 2H-pyran-3(6H)-ones from 3,6-dihydro-2H-pyran-3-ol: 3,6-dihydro-2H-pyran-3-ol (2.44 g, 24.37 mmol) was dissolved in dichloromethane (100 mL) and the solution was cooled to 0 °C. Subsequently, Dess-Martin periodinane (10.34 g, 24.37 mmol) was slowly added. The reaction mixture was slowly warmed to room temperature over a period of 5 hours. After completion of the reaction, the reaction mixture was filtered through diatomaceous earth. After concentration of the filtrate, the crude product was purified using a 100 g SNAP Biotage column (eluent: 0-80% hexane solution of ethyl acetate) to afford 2H-pyran-3(6H)-one (2.33 g, 23.75 mmol, 97% yield) as a colorless oil.1H NMR (400 MHz, CDCl3) δ ppm: 7.07- 7.17 (m, 1H), 6.15-6.25 (m, 1H), 4.39 (t, J = 2.54 Hz, 2H), 4.19 (s, 2H).

[References]

[1] Patent: WO2012/145569, 2012, A1. Location in patent: Page/Page column 79; 80
[2] Angewandte Chemie - International Edition, 2005, vol. 44, # 33, p. 5306 - 5310
[3] Synlett, 2006, # 4, p. 621 - 623
[4] Patent: WO2014/134566, 2014, A2. Location in patent: Paragraph 0547
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