Caronic anhydride Chemical Properties

Melting point:

53-57℃

Boiling point:

246°C

Density 

1.274

Flash point:

113°C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

soluble in Methanol

form 

Solid

color 

White

Sensitive 

Moisture Sensitive

InChI

InChI=1S/C7H8O3/c1-7(2)3-4(7)6(9)10-5(3)8/h3-4H,1-2H3

InChIKey

QKAHKEDLPBJLFD-UHFFFAOYSA-N

SMILES

C12C(C1(C)C)C(=O)OC2=O

CAS DataBase Reference

67911-21-1(CAS DataBase Reference)

Safety Information

HazardClass 

IRRITANT

HS Code 

2914199090

Caronic anhydride Usage And Synthesis

Chemical Properties

White crystalline powder

Uses

Caronic anhydride, also known as 6,6-Dimethyl-3-oxabicyclo[3.1.0]hexane-2,4-dione, is a pharmaceutical intermediate mainly used as a synthesis of Boceprevir, an oral protease inhibitor of hepatitis C. It is widely used in agricultural chemicals and other organic synthesis field.

Synthesis

Step 1: Ethyl dichlorochrysanthemate in ethyl acetate is ozonized at -5??C until conversion exceeds 99%. Work-up, saponification, acidification, extraction, and concentration yield 3,3-dimethyl-1,2-cyclopropanedicarboxylic acid.
Step 2: The diacid is heated with acetic anhydride and sodium acetate at 170??C to form the anhydride via dehydration. Work-up and recrystallization from toluene/petroleum ether give 6,6-dimethyl-3-oxabicyclo[3.1.0]hexane-2,4-dione (Caronic anhydride).

Caronic anhydride(67911-21-1)Related Product Information

• 3,3 DIMETHYL CIS 1,2 CYCLOPROPANE DICARBOXYLIC ACID
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• Acetoin
• Triethyl phosphate
• Dimethyl fumarate
• Dimethyl sulfoxide
• N,N-Dimethylformamide
• Phthalic anhydride
• Isatoic Anhydride
• Hexane
• ETHANE
• Erythromycin Estolate
• Dimethyl ether
• Dimethyl carbonate
• Dimethyl sulfate
• Maleic anhydride
• Acetic anhydride