(3aS,7R,7aS)-7-hydroxy-2,2-dimethyl-3a,4,7,7a-tetrahydro-2H-1,3-benzodioxol-4-one

• ChemBase ID: 138013
• Molecular Formular: C9H12O4
• Molecular Mass: 184.18918
• Monoisotopic Mass: 184.07355886
• SMILES: CC1(O[C@H]2[C@@H](C=CC(=O)[C@H]2O1)O)C
• Canonical SMILES: O[C@@H]1C=CC(=O)[C@@H]2[C@H]1OC(O2)(C)C
• InChI: InChI=1S/C9H12O4/c1-9(2)12-7-5(10)3-4-6(11)8(7)13-9/h3-5,7-8,10H,1-2H3/t5-,7+,8-/m1/s1
• InChIKey: HGCFQLJTJYOOEV-MHSYXAOVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,7R,7aS)-7-hydroxy-2,2-dimethyl-3a,4,7,7a-tetrahydro-2H-1,3-benzodioxol-4-one
• IUPAC Traditional name: (3aS,7R,7aS)-7-hydroxy-2,2-dimethyl-7,7a-dihydro-3aH-1,3-benzodioxol-4-one
• Synonyms: (3aS,7R,7aS)-7,7a-Dihydro-7-hydroxy-2,2-dimethyl-1,3-benzodioxol-4(3aH)-one; (3aS,7R,7aS)-7,7a-二氢-7-羟基-2,2-二甲基-1,3-苯并二氧戊环-4(3aH)-酮

Database IDs

• CAS Number: 139013-57-3
• MDL Number: MFCD01863551
• PubChem SID: 162232272
• PubChem CID: 11041393

CALCULATED PROPERTIES

• Acid pKa: 13.658615
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.3234767
• LogD (pH = 7.4): 0.32347646
• Log P: 0.3234767
• Molar Refractivity: 45.6089 cm^3
• Polarizability: 17.764206 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• pH: 8.5(adjusted to)

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98%
• Concentration: 0.2 g/mL in 0.1 M phosphate buffer
• Empirical Formula (Hill Notation): C9H12O4

DETAILS

Sigma Aldrich - 493880

Reconstitution
To recover the pure product from the suspension:(1)Thaw the frozen suspension and filter the solid. (2) Rinse bottle with a few milliliters of base-washed (aqueous Na2CO3) ethyl acetate. (3) Use the rinsing to wash the solid. (4) Collect solid. (5) To further collect more product from the filtrate: extract filtratewith equal volumes of base-washed (aqueous Na2CO3) ethyl acetate (repeat three times). (6) Dry the ethyl acetate extract over MgSO4. (7) Evaporate the solvent - DO NOT HEAT! (8) Combine solids collected from the suspension and the filtrate. Pure crystals should be stored at -78° C. A suspension of the product in phosphate buffer is stable at 0° C.
Physical form
A suspension in phosphate buffer.