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Tetrahydropyran-4-carbaldehyde

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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
Product Categories:
  • Building Blocks
  • Pyran
  • Aldehydes
  • blocks
  • Heterocycles
Mol File:
50675-18-8.mol
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Tetrahydropyran-4-carbaldehyde Chemical Properties

Boiling point:
74-77 °C(Press: 11 Torr)
Density 
1.096±0.06 g/cm3(Predicted)
Flash point:
>23℃
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
form 
liquid
color 
Almost colourless
InChI
InChI=1S/C6H10O2/c7-5-6-1-3-8-4-2-6/h5-6H,1-4H2
InChIKey
CXLGNJCMPWUZKM-UHFFFAOYSA-N
SMILES
C1OCCC(C=O)C1
CAS DataBase Reference
50675-18-8(CAS DataBase Reference)
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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
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Tetrahydropyran-4-carbaldehyde Usage And Synthesis

Chemical Properties

Colorless liquid

Uses

4-Formyltetrahydropyran is used in preparation of the heterocyclic compounds and their medical applications.

Synthesis

4295-99-2

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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