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1,1-Dioxo-tetrahydrothiopyran-4-carboxylic acid

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1,1-Dioxo-tetrahydrothiopyran-4-carboxylic acid Basic information

Product Name:
1,1-Dioxo-tetrahydrothiopyran-4-carboxylic acid
Synonyms:
  • 1,1-Dioxo-hexahydro-1l6-thiopyran-4-carboxylic acid
  • tetrahydro-thiopyrane-4-carboxylic acid 1,1-dioxide
  • 1,1-Dioxo-tetrahydrothiopyran-4-carboxylic acid
  • 1,1-Dioxo-tetrahydrothiop...
  • Tetrahydrothiopyran-4-carboxylic acid 1,1-dioxide
  • 1,1-Dioxo-1lambda(6)-thiane-4-carboxylicacid
  • 1,1-Dioxohexahydrothiopyran-4-carboxylic acid
  • 1,1-dioxo-hexahydro-1λ6-thiopyran-4-carboxylic acid
CAS:
64096-87-3
MF:
C6H10O4S
MW:
178.21
EINECS:
815-471-5
Mol File:
64096-87-3.mol
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1,1-Dioxo-tetrahydrothiopyran-4-carboxylic acid Chemical Properties

Melting point:
195-196℃ (acetone ligroine )
Boiling point:
456.6±38.0 °C(Predicted)
Density 
1.422±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder
pka
4.05±0.20(Predicted)
color 
White to off-white
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Safety Information

HS Code 
2934999090
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1,1-Dioxo-tetrahydrothiopyran-4-carboxylic acid Usage And Synthesis

Synthesis

3,3-Dimethyl- 2, 4-dioxa-9-thiaspiro[5.5]undecane-1,5-dione-9, 9-dioxide 1 (20.0 g, 76.3 mmol) and then 6 N hydrochloric acid (60 mL) and Antifoam 204 (200 mg, 1 wt % relative to 1) were charged to a 250-mL, three-neck round-bottom flask, equipped with a mechanical stirrer and a thermocouple. The reaction was then heated to reflux, and the distillate was collected until the internal temperature reached 100 eC; after that, the reaction was allowed to reflux for an additional 8 hours or until LC/MS showed a complete conversion of 1 to 2. The reaction was then cooled to room temperature and held for ~12 h when the product crystallized from the solution. The slurry was cooled to 0 °C for 1 h and then filtered. The cake was dried in a vacuum oven at 60 eC, with nitrogen bleed, overnight to give the product as a white, crystalline solid 1,1-Dioxo-tetrahydrothiopyran-4-carboxylic acid (8.84 g, 49.6 mmol, 65% yield.

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