(2S,3S)-2,3-dihydroxybutanedioic acid

• ChemBase ID: 102884
• Molecular Formular: C4H6O6
• Molecular Mass: 150.08684
• Monoisotopic Mass: 150.01643791
• SMILES: O=C(O)[C@@H](O)[C@H](O)C(=O)O
• Canonical SMILES: O[C@@H]([C@@H](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)/t1-,2-/m0/s1
• InChIKey: FEWJPZIEWOKRBE-LWMBPPNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2,3-dihydroxybutanedioic acid
• IUPAC Traditional name: D-tartaric acid
• Synonyms: (2S,3S)-(-)-Tartaric acid; D-(-)-Tartaric acid; DL-2,3-Dihydroxybutanedioic acid solution; DL-Tartaric acid solution; D-2,3-Dihydroxybutanedioic acid; D-Threaric acid; D-(-)-TARTARIC ACID; DL-2,3-Dihydroxybutanedioic acid; DL-Tartaric acid; (2S,3S)-2,3-Dihydroxysuccinic acid; (2S,3S)-(-)-酒石酸; D-2,3-二羟基丁二酸; D-(-)-酒石酸; DL-2,3-二羟基丁二酸 溶液; DL-酒石酸 溶液; DL-2,3-二羟基丁二酸; DL-酒石酸

Database IDs

• CAS Number: 133-37-9; 147-71-7
• EC Number: 205-105-7; 205-695-6
• MDL Number: MFCD00071626; MFCD00004238
• Beilstein Number: 1725148; 1725145
• Merck Index: 149068
• PubChem SID: 24890132; 24845619; 24900184; 24890130; 24871919; 24900012; 162091205
• PubChem CID: 439655
• FEMA ID: 3044
• Flavis Number: 8.018

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: H2O: soluble0.1 g/mL, clear
• Melting Point: 166-170°C; 167-171 °C; 172-174 °C(lit.); 210-212 °C(lit.)
• Flash Point: 210 °C; 210°C(410°F); 410 °F
• Optical Rotation: [α]20/D -12°, c = 20 in H2O; [α]20/D -13.5±0.5°, c = 10% in H2O; -13 (c=10 in water)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2; 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-36/37; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves

Product Information

• Purity: ≥99%; ≥99.0% (T); ≥99.5% (T); ≥99.9995% (metals basis); 95+%; 99%
• Concentration: 0.1 M HOOC(CHOH)2COOH (0.2N)
• Grade: for ion chromatography; puriss.; purum; ReagentPlus®; TraceSELECT®
• Optical Purity: ee: 97% (GLC); ee: 99% (GLC)
• Ignition Residue: ≤0.05%
• Description: synthetic
• Cation Traces: Ag: ≤0.01 mg/kg; Al: ≤0.5 mg/kg; Al: ≤5 mg/kg; As: ≤0.01 mg/kg; Au: ≤0.01 mg/kg; Ba: ≤0.01 mg/kg; Ba: ≤5 mg/kg; Be: ≤0.01 mg/kg; Bi: ≤0.01 mg/kg; Bi: ≤5 mg/kg; Ca: ≤0.1 mg/kg; Ca: ≤10 mg/kg; Cd: ≤0.01 mg/kg; Cd: ≤5 mg/kg; Ce: ≤0.01 mg/kg; Co: ≤0.01 mg/kg; Co: ≤5 mg/kg; Cr: ≤0.05 mg/kg; Cr: ≤5 mg/kg; Cs: ≤0.01 mg/kg; Cu: ≤0.01 mg/kg; Cu: ≤5 mg/kg; Dy: ≤0.01 mg/kg; Er: ≤0.01 mg/kg; Eu: ≤0.01 mg/kg; Fe: ≤0.1 mg/kg; Fe: ≤5 mg/kg; Ga: ≤0.01 mg/kg; Gd: ≤0.01 mg/kg; Ge: ≤0.05 mg/kg; Hf: ≤0.01 mg/kg; Hg: ≤0.01 mg/kg; Ho: ≤0.01 mg/kg; In: ≤0.01 mg/kg; Ir: ≤0.01 mg/kg; K: ≤0.1 mg/kg; K: ≤10 mg/kg; La: ≤0.01 mg/kg; Li: ≤0.01 mg/kg; Li: ≤5 mg/kg; Lu: ≤0.01 mg/kg; Mg: ≤0.05 mg/kg; Mg: ≤5 mg/kg; Mn: ≤0.01 mg/kg; Mn: ≤5 mg/kg; Mo: ≤0.01 mg/kg; Mo: ≤5 mg/kg; Na: ≤0.5 mg/kg; Na: ≤10 mg/kg; Nb: ≤0.01 mg/kg; Nd: ≤0.01 mg/kg; NH4+: ≤10 mg/kg; Ni: ≤0.01 mg/kg; Ni: ≤5 mg/kg; Os: ≤0.01 mg/kg; Pb: ≤0.01 mg/kg; Pb: ≤5 mg/kg; Pd: ≤0.01 mg/kg; Pr: ≤0.01 mg/kg; Pt: ≤0.05 mg/kg; Rb: ≤0.01 mg/kg; Re: ≤0.01 mg/kg; Rh: ≤0.01 mg/kg; Ru: ≤0.01 mg/kg; Sb: ≤0.01 mg/kg; Sc: ≤0.05 mg/kg; Se: ≤0.05 mg/kg; Sm: ≤0.01 mg/kg; Sn: ≤0.01 mg/kg; Sr: ≤0.01 mg/kg; Sr: ≤5 mg/kg; Ta: ≤0.01 mg/kg; Tb: ≤0.01 mg/kg; Te: ≤0.01 mg/kg; Th: ≤0.01 mg/kg; Ti: ≤0.05 mg/kg; Tl: ≤0.01 mg/kg; Tm: ≤0.01 mg/kg; U: ≤0.01 mg/kg; V: ≤0.01 mg/kg; Y: ≤0.01 mg/kg; Yb: ≤0.01 mg/kg; Zn: ≤0.05 mg/kg; Zn: ≤5 mg/kg; Zr: ≤0.05 mg/kg
• Antion Traces: chloride (Cl-): ≤5 mg/kg; phosphate (PO43-): ≤10 mg/kg; sulfate (SO42-): ≤20 mg/kg
• Shelf Life: (limited shelf life, expiry date on the label ); (limited shelf life, expiry date on the label)
• Quality: unnatural form
• Linear Formula: HO2CCH(OH)CH(OH)CO2H; HOOC(CHOH)2COOH

DETAILS

MP Biomedicals - 02104915

Synthetic
Crystalline
Purity: 99%

Sigma Aldrich - T0250

Other Notes
Unnatural isomer

Sigma Aldrich - T206

Other Notes
Unnatural isomer
Packaging
25, 100 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - T400

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Packaging
25, 100, 500 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - W304401

Packaging
1 kg in poly bottle
1 sample in glass bottle

Sigma Aldrich - 483796

Other Notes
Unnatural isomer
Packaging
100 g in poly bottle

Sigma Aldrich - 12819

Legal Information
TraceSELECT is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 50433

General description
This certified eluent concentrate for ion chromatography is traceable by potentiometric titration to NIST Standard Reference Material. It is certified in accordance with ISO Guide 31. All details about exact content, uncertainty, traceability and expiry date are described in the certificate.Download at: http://www.sigma-aldrich.com.
Preparation Note
Prepared with DL-Tartaric acid and high purity water (18.2 MΩ, 0.2 μm filtered)

Sigma Aldrich - 95320

Other Notes
Unnatural isomer