(2R,3S)-2,3-bis(4-methylbenzoyloxy)butanedioic acid hydrate

• ChemBase ID: 89818
• Molecular Formular: C20H20O9
• Molecular Mass: 404.3674
• Monoisotopic Mass: 404.11073222
• SMILES: O=C(c1ccc(cc1)C)O[C@H](C(=O)O)[C@H](C(=O)O)OC(=O)c1ccc(cc1)C.O
• Canonical SMILES: OC(=O)[C@H]([C@H](C(=O)O)OC(=O)c1ccc(cc1)C)OC(=O)c1ccc(cc1)C.O
• InChI: InChI=1S/C20H18O8.H2O/c1-11-3-7-13(8-4-11)19(25)27-15(17(21)22)16(18(23)24)28-20(26)14-9-5-12(2)6-10-14;/h3-10,15-16H,1-2H3,(H,21,22)(H,23,24);1H2/t15-,16+
• InChIKey: FOTRUJUPLHRVNU-FAESNJTISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2,3-bis(4-methylbenzoyloxy)butanedioic acid hydrate
• IUPAC Traditional name: (2R,3S)-2,3-bis(4-methylbenzoyloxy)butanedioic acid hydrate
• Synonyms: (2S,3S)-(+)-2,3-Bis[(4-methylbenzoyl)oxy]succinic acid monohydrate; (+)-O,O'-Di-p-toluoyl-D-tartaric acid monohydrate; (2S,3S)-(+)-2,3-Bis[(4-methylbenzoyl)oxy]butane-1,4-dioic acid monohydrate

Database IDs

• CAS Number: 71607-31-3
• PubChem SID: 162076674
• PubChem CID: 71299557

CALCULATED PROPERTIES

• Acid pKa: 2.8210018
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.7829022
• LogD (pH = 7.4): -1.8656341
• Log P: 4.1886425
• Molar Refractivity: 95.9398 cm^3
• Polarizability: 37.12853 Å^3
• Polar Surface Area: 127.2 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 163-165°C

Safety Information

• Storage Warning: Irritant