2,3-dihydroxybutanedioic acid

• ChemBase ID: 119945
• Molecular Formular: C4H6O6
• Molecular Mass: 150.08684
• Monoisotopic Mass: 150.01643791
• SMILES: C(C(C(=O)O)O)(C(=O)O)O
• Canonical SMILES: OC(C(C(=O)O)O)C(=O)O
• InChI: InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)
• InChIKey: FEWJPZIEWOKRBE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydroxybutanedioic acid
• IUPAC Traditional name: (.+-.)-tartaric acid
• Synonyms: 2,3-dihydroxysuccinic acid; DL-Tartaric acid; L-(+)-Tartaric acid; 2,3-dihydroxysuccinic acid; threaric acid; racemic acid; uvic acid; paratartaric acid; Tartaric acid; DL-酒石酸

Database IDs

• CAS Number: 526-83-0; 133-37-9; 87-69-4
• EC Number: 205-105-7
• MDL Number: MFCD00064206; MFCD00071626
• Beilstein Number: 1725148
• Merck Index: 149069
• PubChem SID: 162102873
• PubChem CID: 875
• CHEBI ID: 15674
• CHEMBL: 333714
• Chemspider ID: 852
• DrugBank ID: DB01694
• KEGG ID: C00898
• MeSH Name: tartaric+acid
• Wikipedia Title: Tartaric_acid

CALCULATED PROPERTIES

• Acid pKa: 2.719041
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.323427
• LogD (pH = 7.4): -7.890869
• Log P: -1.8287998
• Molar Refractivity: 26.2134 cm^3
• Polarizability: 10.871467 Å^3
• Polar Surface Area: 115.06 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 133 g/100ml (20 °C) in water
• Apperance: white powder
• Melting Point: 171–174 °C (L or D-tartaric; pure); 206 °C (DL, racemic); 165-166°C ("meso-anhyrdous") ; 146–148 °C (meso-hydrous) ; ; 210-212°C dec.
• Density: 1.79 g/mL (H₂O)
• pKa: L(+) 25 °C :; pK_a1= 2.95 pK_a2= 4.25; meso 25 °C:; pK_a1= 3.22 pK_a2= 4.85

Safety Information

• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38; R36
• Safety Statements: 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95+%; 98%; 99%
• Classification: Genuine Natural Compounds