ChemicalBook--->CAS DataBase List--->52916-16-2

52916-16-2

52916-16-2 Structure

52916-16-2 Structure
IdentificationBack Directory
[Name]

2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid
[CAS]

52916-16-2
[Synonyms]

2,2-dimethyloxane-4-carboxylic acid
2,2-dimethyl-4-tetrahydropyrancarboxylic acid
2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid
tetrahydro-2,2-dimethyl-2H-pyran-4-carboxylic acid
2H-Pyran-4-carboxylic acid, tetrahydro-2,2-dimethyl-
2,2-dimethyltetrahydro-2H-pyran-4-carboxylic acid(SALTDATA: FREE)
[Molecular Formula]

C8H14O3
[MDL Number]

MFCD00778596
[MOL File]

52916-16-2.mol
[Molecular Weight]

158.2
Chemical PropertiesBack Directory
[Melting point ]

102 °C
[Boiling point ]

261.8±33.0 °C(Predicted)
[density ]

1.067±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

4.45±0.40(Predicted)
[Appearance]

Off-white to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

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

2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid(52916-16-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

2,2-dimethyltetrahydro-2H-pyran-4-carbonitrile(SALTDATA: FREE)

60549-63-5

2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid

52916-16-2

The reaction was carried out overnight at reflux in 2N KOH aqueous solution using 2,2-dimethyltetrahydro-2H-pyran-4-carbonitrile (900 mg, 6.47 mmol) as raw material. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate and the organic phase was discarded. The aqueous phase was acidified to pH < 7 with 2N HCl solution and subsequently extracted twice with ethyl acetate. The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated in vacuum to give the crude product 2,2-dimethyltetrahydro-2H-pyran-4-carboxylic acid (889 mg, 5.62 mmol, 87% yield). The product was characterized by 1H-NMR (400 MHz, DMSO-d6): δ[ppm] 1.13 (s, 3H), 1.14 (s, 3H), 1.26-1.45 (m, 2H), 1.65-1.73 (m, 2H), 2.59 (tt, 1H), 3.54 (td, 1H), 3.60 (ddd, 1H), 12.20 (s, 1H).

[References]

[1] Patent: WO2016/198374, 2016, A1. Location in patent: Page/Page column 131-132
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