ChemicalBook--->CAS DataBase List--->22929-52-8

22929-52-8

22929-52-8 Structure

22929-52-8 Structure
IdentificationBack Directory
[Name]

Dihydrofuran-3(2H)-one
[CAS]

22929-52-8
[Synonyms]

Oxolan-3-one
DIHYDRO-FURAN-3-ONE
3-OXOTETRAHYDROFURAN
Dihyro-3(2H)-Furanone
tetrahydrofuran-3-one
Dihydrofuran-3(2H)-one
DIHYDRO-3(2H)-FURANONE
3(2H)-FURANONE, DIHYDRO-
Triton X-100 / Octoxinol
Tetrahydrofuran-3-one,95%
3-Oxotetrahydrofuran, >95%
3-Oxo-1,4-epoxybutane, Oxolan-3-one
[EINECS(EC#)]

805-925-0
[Molecular Formula]

C4H6O2
[MDL Number]

MFCD07778393
[MOL File]

22929-52-8.mol
[Molecular Weight]

86.09
Chemical PropertiesBack Directory
[Boiling point ]

68°C/60mmHg(lit.)
[density ]

1.1124 g/cm3(Temp: 420 °C)
[refractive index ]

1.4360-1.4400
[Fp ]

56°C
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

Chloroform (Sparingly), Methanol (Slightly)
[form ]

Liquid
[color ]

Colorless to Yellow
[Stability:]

Volatile
[InChI]

InChI=1S/C4H6O2/c5-4-1-2-6-3-4/h1-3H2
[InChIKey]

JLPJFSCQKHRSQR-UHFFFAOYSA-N
[SMILES]

O1CCC(=O)C1
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Warning
[Hazard statements ]

H226-H315-H319-H302-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P210-P233-P240-P241+P242+P243-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P403+P235-P501
[Hazard Codes ]

Xn
[Risk Statements ]

11-19-36/37/38-22
[Safety Statements ]

16-26-36/37/39-23
[RIDADR ]

1993
[REACH Registrations]

Active
[HazardClass ]

3
[PackingGroup ]

III
[HS Code ]

2932190090
[Storage Class]

10 - Combustible liquids
Hazard InformationBack Directory
[Chemical Properties]

Colorless transparent liquid
[Uses]

3-Oxotetrahydrofuran is a reagent in the preperation of dihydropteridinone which are orally active Polo-like kinase-2 (Plk-2) inhibitors.
[Definition]

ChEBI: Oxolan-3-one is an oxalane substituted by an oxo group at position 3. It is functionally related to an oxolane.
[Synthesis]

3-Hydroxytetrahydrofuran

453-20-3

Dihydrofuran-3(2H)-one

22929-52-8

The general procedure for the synthesis of dihydro-3(2H)-furanone from 3-hydroxytetrahydrofuran was as follows: 3-hydroxytetrahydrofuran (3-OH-THF, 60.6 g, 0.68 mol, 1.0 eq.) was added to a 1 L three-necked flask, followed by the addition of dichloromethane (DCM, 620 mL) and 2,2,6,6-tetramethylpiperidin-1-oxyl radical (TEMPO 1.08 g, 0.0069 mol, 0.01 equiv). The reaction system was cooled to -5°C. Trichloroisocyanuric acid (TCCA, 159.6 g, 0.68 mol, 1.0 eq.) was added in batches while maintaining the temperature at -5°C to 0°C. The reaction mixture was gradually warmed up to room temperature and the reaction progress was monitored by gas chromatography-mass spectrometry (GC-MS). The reaction was completed after about 1 h. The product yield was 95% by GC area percentage analysis.

[References]

[1] Patent: WO2014/139080, 2014, A1. Location in patent: Page/Page column 8; 9
[2] Patent: WO2014/140017, 2014, A1. Location in patent: Page/Page column 7
[3] Patent: US2014/275579, 2014, A1. Location in patent: Paragraph 0033
[4] Patent: WO2006/67430, 2006, A1. Location in patent: Page/Page column 50
[5] Patent: WO2018/132905, 2018, A1. Location in patent: Paragraph 00420-00422
Spectrum DetailBack Directory
[Spectrum Detail]

Dihydrofuran-3(2H)-one(22929-52-8)MS
Dihydrofuran-3(2H)-one(22929-52-8)1HNMR
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