2,3-Dihydropyran

From Wikipedia, the free encyclopedia

2,3-Dihydropyran
IUPAC name 3,4-Dihydro-2H-pyran
Other names Dihydropyran
Identifiers
CAS number [110-87-2]
PubChem 24863242
Properties
Molecular formula C5H8O
Molar mass 84.12
Appearance colorless liquid
Density 0.992 g/mL at 25 °C
Melting point

-70 °C, 203 K, -94 °F

Boiling point

86 °C, 359 K, 187 °F

Solubility in water organic solvents
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

2,3-Dihydropyran is the organic compound with the formula C5H8O. This cyclic ether is used to protect alcohols in organic synthesis. Dihydropyran is prepared by the dehydration of tetrahydrofurfuryl alcohol over alumina at 300-400 °C.[1]

Dihydropyran reacts with alcohols to form tetrahydropyranyl ethers. These ethers resist a variety of reactions, and the THP group can be removed with aqueous acid.

[edit] References

  1. ^ R. L. Sawyer and D. W. Andrus “2,3-Dihydropyran” Organic Syntheses, Coll. Vol. 3, p.276 (1955). http://www.orgsyn.org/orgsyn/pdfs/CV3P0276.pdf.
Languages