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

• ChemBase ID: 147750
• Molecular Formular: C20H20O9
• Molecular Mass: 404.3674
• Monoisotopic Mass: 404.11073222
• SMILES: Cc1ccc(cc1)C(=O)O[C@@H]([C@@H](C(=O)O)OC(=O)c1ccc(cc1)C)C(=O)O.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-;/m0./s1
• InChIKey: FOTRUJUPLHRVNU-MOGJOVFKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2,3-bis(4-methylbenzoyloxy)butanedioic acid hydrate
• IUPAC Traditional name: (2S,3S)-2,3-bis(4-methylbenzoyloxy)butanedioic acid hydrate
• Synonyms: D-Tartaric acid 2,3-di-p-toluoyl ester monohydrate; Di-p-toluoyl-D-tartaric acid monohydrate; (2S,3S)-2,3-Bis((4-methylbenzoyl)oxy)succinic acid hydrate; D-酒石酸 2,3-二对甲苯酰酯 一水合物; 二对甲苯酰基-D-酒石酸 一水合物

Database IDs

• CAS Number: 71607-31-3; 71607-32-4
• EC Number: 251-132-2
• MDL Number: MFCD00149567; MFCD00151034
• PubChem SID: 24846799; 162241933
• PubChem CID: 12297759

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(lit.)
• Optical Rotation: [α]20/D +142°, c = 1 in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 98%
• Linear Formula: [CH3C6H4CO2CH(CO2H)-]2 · H2O

DETAILS

Sigma Aldrich - 108081

Packaging
5, 25 g in glass bottle