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Tetrahydropyran-4-carbaldehyde

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CAS:50675-18-8
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Products Intro: Product Name:Tetrahydropyran-4-carbaldehyde
CAS:50675-18-8

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Tetrahydropyran-4-carbaldehyde Basic information
Product Name:Tetrahydropyran-4-carbaldehyde
Synonyms:4-FORMYLTETRAHYDROPYRAN;TETRAHYDRO-2H-PYRAN-4-CARBALDEHYDE;TETRAHYDRO-PYRAN-4-CARBALDEHYDE;TETRAHYDROPYRANYL-4-CARBOXALDEHYDE;Tetrahydro-2H-pyran-4-carboxaldehyde;Tetrahydropyran-4-carboxaldehyde;Tetrahydropyran-4-carboxaldehyde 95%;TETRAHYDRO-PYRAN-4-CARBALDEHYD
CAS:50675-18-8
MF:C6H10O2
MW:114.14
EINECS:
Product Categories:Building Blocks;Pyran;Aldehydes;blocks;Heterocycles
Mol File:50675-18-8.mol
Tetrahydropyran-4-carbaldehyde Structure
Tetrahydropyran-4-carbaldehyde Chemical Properties
Boiling point 74-77 °C(Press: 11 Torr)
density 1.096±0.06 g/cm3(Predicted)
Fp >23℃
storage temp. Inert atmosphere,Store in freezer, under -20°C
form liquid
color Almost colourless
InChIInChI=1S/C6H10O2/c7-5-6-1-3-8-4-2-6/h5-6H,1-4H2
InChIKeyCXLGNJCMPWUZKM-UHFFFAOYSA-N
SMILESC1OCCC(C=O)C1
CAS DataBase Reference50675-18-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36-20/21/22
Safety Statements 26-36/37-24/25
RIDADR 1993
Hazard Note Irritant/Keep Cold
HS Code 29339900
MSDS Information
Tetrahydropyran-4-carbaldehyde Usage And Synthesis
Chemical PropertiesColorless liquid
Uses4-Formyltetrahydropyran is used in preparation of the heterocyclic compounds and their medical applications.
Synthesis
4-Cyanotetrahydro-4H-pyran

4295-99-2

Tetrahydropyran-4-carbaldehyde

50675-18-8

General procedure for the synthesis of tetrahydropyran-4-carbaldehyde from 4-cyanotetrahydropyran: Referring to Example 2. To a solution of toluene (10 mL) containing tetrahydropyran-4-carbonitrile (1.0 g, 9.0 mmol) was slowly added, at -78° C., a solution of diisobutylaluminum hydride (DIBAL-H, 10.8 mL, 10.8 mmol, 1.0 M of the toluene solution ). The reaction mixture was stirred continuously at -78 °C for 1 h, followed by slow warming to room temperature. Upon completion of the reaction, the reaction was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The organic phases were combined, washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target product tetrahydropyran-4-carbaldehyde (530 mg, 52% yield).

References[1] Patent: WO2008/62182, 2008, A1. Location in patent: Page/Page column 110
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