(3S,4R)-4-(acetyloxy)-2,5-dioxooxolan-3-yl acetate

• ChemBase ID: 166784
• Molecular Formular: C8H8O7
• Molecular Mass: 216.14492
• Monoisotopic Mass: 216.0270026
• SMILES: C1(=O)[C@H]([C@H](C(=O)O1)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1C(=O)OC(=O)[C@@H]1OC(=O)C
• InChI: InChI=1S/C8H8O7/c1-3(9)13-5-6(14-4(2)10)8(12)15-7(5)11/h5-6H,1-2H3/t5-,6+
• InChIKey: XAKITKDHDMPGPW-OLQVQODUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R)-4-(acetyloxy)-2,5-dioxooxolan-3-yl acetate
• IUPAC Traditional name: (3S,4R)-4-(acetyloxy)-2,5-dioxooxolan-3-yl acetate
• Synonyms: (3S,4S)-3,4-Bis(acetyloxy)dihydro-2,5-furandione; Diacetyl-D-tartaric Anhydride; (3S-trans)-3,4-Bis(acetyloxy)dihydro-2,5-furandione; Di-O-acetyl-D-tartaric Anhydride; (3R,4R)-3,4-Bis(acetyloxy)dihydro-2,5-furandione; (2R,3R)-Di-O-acetyltartaric Acid Anhydride; (+)-Diacetyl-L-tartaric Anhydride; (R,R)-2,3-Diacetoxy-1,4-butanedioic Anhydride; Diacetyl-L-tartaric Anhydride; NSC 7712; Di-O-acetyl-L-tartaric Anhydride

Database IDs

• CAS Number: 6283-74-5; 70728-23-3
• PubChem SID: 162260917
• PubChem CID: 57973938

CALCULATED PROPERTIES

• Acid pKa: 13.77944
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.57904375
• LogD (pH = 7.4): -0.5790439
• Log P: -0.81237704
• Molar Refractivity: 41.311 cm^3
• Polarizability: 17.496927 Å^3
• Polar Surface Area: 95.97 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: White Crystalline Solid
• Melting Point: 134-136°C; 134-137°C