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Tetrahydropyran

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Title: Tetrahydropyran  
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Tetrahydropyran

Tetrahydropyran
Tetrahydropyran
THP
Names
IUPAC name
Oxane
Other names
Tetrahydropyran,
Oxacyclohexane
Identifiers
 Y
ChEBI  Y
ChemSpider  Y
DrugBank  Y
Jmol-3D images Image
KEGG  Y
PubChem
UNII  Y
Properties
C5H10O
Molar mass 86.13 g/mol
Density 0.880 g/cm3
Melting point −45 °C (−49 °F; 228 K)
Boiling point 88 °C (190 °F; 361 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 Y  (: Y/N?)

Tetrahydropyran is the pyranose sugars, such as glucose.

Contents

  • Preparation 1
  • Reactions 2
  • See also 3
  • References 4

Preparation

One classic procedure for the hydrogenation with Raney nickel of dihydropyran.[1]

Reactions

In protecting group for alcohols.[2][3] Reaction of the alcohol with dihydropyran forms a tetrahydropyranyl ether, protecting the alcohol from a variety of reactions. The alcohol can later be restored readily by acidic hydrolysis with formation of 5-hydroxypentanal.

THP protective groups

See also

References

  1. ^ D. W. Andrus; John R. Johnson (1955). "Tetrahydropyran".  
  2. ^ R. A. Earl L. B. Townsend (1990). "Methyl 4-Hydroxy-2-butynoate".  
  3. ^ Arthur F. Kluge (1990). "Diethyl [(2-Tetrahydropyranyloxy)methyl]phosphonate".  
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