(2R,3R)-2,3-bis(benzoyloxy)butanedioic acid hydrate

• ChemBase ID: 152184
• Molecular Formular: C18H16O9
• Molecular Mass: 376.31424
• Monoisotopic Mass: 376.07943209
• SMILES: c1ccc(cc1)C(=O)O[C@H]([C@H](C(=O)O)OC(=O)c1ccccc1)C(=O)O.O
• Canonical SMILES: OC(=O)[C@@H]([C@H](C(=O)O)OC(=O)c1ccccc1)OC(=O)c1ccccc1.O
• InChI: InChI=1S/C18H14O8.H2O/c19-15(20)13(25-17(23)11-7-3-1-4-8-11)14(16(21)22)26-18(24)12-9-5-2-6-10-12;/h1-10,13-14H,(H,19,20)(H,21,22);1H2/t13-,14-;/m1./s1
• InChIKey: DXDIHODZARUBLA-DTPOWOMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2,3-bis(benzoyloxy)butanedioic acid hydrate
• IUPAC Traditional name: (2R,3R)-2,3-bis(benzoyloxy)butanedioic acid hydrate
• Synonyms: (-)-O,O′-Dibenzoyl-L-tartaric acid monohydrate; (2R,3R)-2,3-Bis(benzoyloxy)succinic acid hydrate; (-)-O,O′-二苯甲酰-L-酒石酸 一水合物

Database IDs

• CAS Number: 62708-56-9
• MDL Number: MFCD00149119
• Beilstein Number: 4065263
• PubChem SID: 162246329; 24860366
• PubChem CID: 12275548

CALCULATED PROPERTIES

• Acid pKa: 2.7658303
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.33519888
• LogD (pH = 7.4): -2.942197
• Log P: 3.1618
• Molar Refractivity: 85.8574 cm^3
• Polarizability: 33.62523 Å^3
• Polar Surface Area: 127.2 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 88-89 °C(lit.)
• Optical Rotation: [α]20/D -110±3°, c = 5% in ethanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (T); 98%
• Empirical Formula (Hill Notation): C18H14O8 · H2O

DETAILS

Sigma Aldrich - 33622

Packaging
100, 500 g in poly bottle