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Tetrahydro-4H-pyran-4-one

  • 29943-42-8
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Name Tetrahydro-4H-pyran-4-one
Basic Information
Synonyms Tetrahydro-4-pyrone;
TETRAHYDRO-GAMMA-PYRONE;
TETRAHYDROPYRAN-4-ONE;
TETRAHYDRO-4H-PYRAN-4-ONE;
CAS number 29943-42-8
EINECS 249-967-2
Formula C5H8O2
Molecular Weight 100.12
Flashing Point 134 °F
Water Solubility  MISCIBLE
Boiling Point 166-166.5 °C(lit.)
Density  1.084 g/mL at 25 °C(lit.)
Storage temp Keep Cold
Refractive index  n20/D 1.452(lit.)
Safety Information
Hazard Codes  Xi,F
Risk Statements 10-36/37/38
Safety Statements 24/25-36-26
RIDADR  UN 1224 3/PG 3
HazardClass 3.2
PackingGroup  III
HS Code  29329995
Description
Tetrahydro-4H-pyran-4-one is used in organic   synthesis as building block for more complex chemical structures because it   participate in a variety of cycloaddition reactions.   Tetrahydro-4H-pyran-4-one is employed in the preparation of   4-methoxytetrahydropyran-4-yl protecting group, synthesis of symmetric tetra   substituted methanes.
    The methyl enol ether is a useful protecting agent for alcohols, e.g. in   nucleotide synthesis, with the advantage over 3,4-Dihydro-2H-pyran.   Tetrahydro-4H-pyran-4-one is also employed in a study of the enantioselective   alpha-aminoxylation of ketones with nitrosobenzene and L-proline in an ionic   liquid. It undergoes condensation reactions in the preparation of dipeptides   and spiroimidazolones. Tetrahydro-4H-pyran-4-one is also employed in wittig   reactions for the synthesis of Penicillins and in a ring of vitamin D3.