T206

D-(−)-Tartaric acid

ReagentPlus^®, 99%

• Synonym(s): (2S,3S)-(−)-Tartaric acid, D-Threaric acid
• Linear Formula: HO₂CCH(OH)CH(OH)CO₂H
• CAS Number: 147-71-7
• Molecular Weight: 150.09
• Beilstein: 1725145
• EC Number: 205-695-6
• MDL number: MFCD00004238
• UNSPSC Code: 12352300
• PubChem Substance ID: 24900012
• NACRES: NA.22

Properties

• description: synthetic
• product line: ReagentPlus^®
• Assay: 99%
• optical activity: [α]20/D −12°, c = 20 in H₂O
• optical purity: ee: 99% (GLC)
• mp: 172-174 °C (lit.)
• solubility: water: soluble 100 mg/mL, clear, colorless
• SMILES string: O[C@@H]([C@H](O)C(O)=O)C(O)=O
• 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
• InChI key: FEWJPZIEWOKRBE-LWMBPPNESA-N

Description

General description

D-(-)-Tartaric acid is a polycrystalline solid, widely used as food additive. It has been reported to exhibit piezoelectric effect.

D-(−)-Tartaric acid is a polyhydroxy acid. Oxidation of d-tartaric acid has been reported. Crystal structure of D-(−)-tartaric acid has been studied by X-ray and neutron diffraction. Tartaric acid is reported to be one of the constituents of soy bean Lipositol. Tartaric acid assists in the generation Y₂O₃:Eu³⁺ nanoparticles by sol–gel method. Tartaric acid is the main acid present in grapes and red wine.

Application

D-(-)-Tartaric acid has been used in the near-field, terahertz time-domain spectroscopic (THz-TDS) analysis of waveguides filled with polycrystalline D-tartaric acid, and with polyethylene and silicon powders.

D-(−)-Tartaric acid may be used in the synthesis of the HIV-protease inhibitor nelfinavir. It may be used in the synthesis of chiral aziridine derivative, a common intermediate for the synthesis of hydroxyethylamine class HIV protease inhibitors such as saquinavir, amprenavir, or nelfinavir.

Other Notes

Unnatural isomer

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H318
• Precautionary Statements: P280 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves