Specifications of Tetrahydrothiopyran-4-One

Product name: Tetrahydrothiopyran-4-one

CAS: 1072-72-6
Molecular Formula: C5H8OS
Formula Weight: 116.18
Specifications of Tetrahydrothiopyran-4-One:
Density: 1.134 g/cm3
Melting Point :60-64 °C(lit.)
Boiling Point: 218.7 °C at 760 mmHg
Flash Point: 105.5 °C
Appearance: White to pale yellow crystalline solid
Use: Used as medicine intermediate

As shown, with 5 mol% of 1,1-dioxotetrahydrothiopyran-4-one as catalyst,10 epoxidation of various olefins (2-mmol scale) in a homogeneous acetonitrile-water solvent system with 1.5 equiv of Oxone ® at room temperature can be achieved in a short period of time with excellent yields of epoxides (80-97%) isolated by flash column chromatography.2 As the pH of the reaction is maintained at 7-7.5 by sodium bicarbonate , acid- or base-labile epoxides (entries 12-14) can be easily isolated without decomposition. More importantly, the in situ epoxidation of olefins can be performed on a large scale directly with 5 mol% of tetrahydrothiopyran-4-one , which is oxidized immediately by Oxone ® to 1,1-dioxotetrahydrothiopyran-4-one during the epoxidation reactions. For example, with 5 mol% of tetrahydrothiopyran-4-one , substrates 3, 5 (20 mmol each) and 11 (100 mmol) were epoxidized with excellent isolated yields of epoxides (91-96%).
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