1,4-diethyl (2R,3S)-2,3-dihydroxybutanedioate

• ChemBase ID: 74355
• Molecular Formular: C8H14O6
• Molecular Mass: 206.19316
• Monoisotopic Mass: 206.07903817
• SMILES: O(C(=O)[C@H]([C@H](C(=O)OCC)O)O)CC
• Canonical SMILES: CCOC(=O)[C@H]([C@H](C(=O)OCC)O)O
• InChI: InChI=1S/C8H14O6/c1-3-13-7(11)5(9)6(10)8(12)14-4-2/h5-6,9-10H,3-4H2,1-2H3/t5-,6+
• InChIKey: YSAVZVORKRDODB-OLQVQODUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-diethyl (2R,3S)-2,3-dihydroxybutanedioate
• IUPAC Traditional name: 1,4-diethyl (2R,3S)-2,3-dihydroxybutanedioate
• Synonyms: Diethyl-D-tartrate; (+)-Diethyl (2R,3R)-2,3-dihydroxybutane-1,4-dioate; (+)-Diethyl (2R,3R)-2,3-dihydroxysuccinate; (+)-Diethyl L-tartrate

Database IDs

• CAS Number: 13811-71-7; 87-91-2
• MDL Number: MFCD00064451; MFCD00009143
• PubChem SID: 162039274
• PubChem CID: 638139

CALCULATED PROPERTIES

• Acid pKa: 11.187077
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.82339674
• LogD (pH = 7.4): -0.8234667
• Log P: -0.82339585
• Molar Refractivity: 45.2488 cm^3
• Polarizability: 18.454937 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 17°C
• Boiling Point: 161-163°C/19mm; 280°C
• Flash Point: 93°C
• Density: 1.204; 1.205
• Refractive Index: 1.446

Safety Information

• Storage Warning: Irritant