(3S)-2,5-dioxooxolan-3-yl acetate

• ChemBase ID: 148936
• Molecular Formular: C6H6O5
• Molecular Mass: 158.10884
• Monoisotopic Mass: 158.02152329
• SMILES: CC(=O)O[C@H]1CC(=O)OC1=O
• Canonical SMILES: CC(=O)O[C@H]1CC(=O)OC1=O
• InChI: InChI=1S/C6H6O5/c1-3(7)10-4-2-5(8)11-6(4)9/h4H,2H2,1H3/t4-/m0/s1
• InChIKey: SSWJHSASZZAIAU-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-2,5-dioxooxolan-3-yl acetate
• IUPAC Traditional name: (3S)-2,5-dioxooxolan-3-yl acetate
• Synonyms: L-O-Acetylmalic anhydride; (S)-3-Acetoxy-dihydro-2,5-furandione; O-Acetyl-L-malic anhydride; (S)-(-)-2-Acetoxysuccinic anhydride; (S)-3-乙酰氧基二氢-2,5-呋喃二酮; O-乙酰基-L-苹果酸酐; (S)-(-)-2-乙酰氧基琥珀酸酐

Database IDs

• CAS Number: 59025-03-5
• MDL Number: MFCD00082708
• Beilstein Number: 82504
• PubChem SID: 24866455; 162243106
• PubChem CID: 11126528

CALCULATED PROPERTIES

• Acid pKa: 17.33598
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.30501068
• LogD (pH = 7.4): -0.30501068
• Log P: -0.538344
• Molar Refractivity: 30.8213 cm^3
• Polarizability: 12.925526 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder
• Melting Point: 54-56 °C(lit.); 56-58°C
• Optical Rotation: [α]20/D -27°, c = 1 in chloroform

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Optical Purity: ee: 98% (GLC)
• Empirical Formula (Hill Notation): C6H6O5

DETAILS

Sigma Aldrich - 422800

Packaging
5 g in glass bottle