251380

L-(+)-Tartaric acid

ACS reagent, ≥99.5%

• Synonym(s): (2R,3R)-(+)-Tartaric acid, L-Threaric acid
• Linear Formula: HO₂CCH(OH)CH(OH)CO₂H
• CAS Number: 87-69-4
• Molecular Weight: 150.09
• Beilstein: 1725147
• EC Number: 201-766-0
• MDL number: MFCD00064207
• UNSPSC Code: 12352100
• PubChem Substance ID: 24855129
• NACRES: NA.21

Properties

• grade: ACS reagent
• Quality Level: 200
• Agency: suitable for EPA 200.7; suitable for EPA 200.8
• vapor density: 5.18 (vs air)
• Assay: ≥99.5%
• form: crystalline powder; crystals
• optical activity: [α]20/D +12.4°, c = 20 in H₂O
• optical purity: ee: 99% (GLC)
• autoignition temp.: 797 °F
• impurities: ≤0.002% S compounds; ≤0.005% insolubles
• ign. residue: ≤0.02%
• mp: 170-172 °C (lit.)
• anion traces: chloride (Cl^-): ≤0.001%; oxalate (C₂O₄^2-): passes test; phosphate (PO₄^3-): ≤0.001%
• cation traces: Fe: ≤5 ppm; heavy metals (as Pb): ≤5 ppm
• functional group: carboxylic acid; hydroxyl
• 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-/m1/s1
• InChI key: FEWJPZIEWOKRBE-JCYAYHJZSA-N

Description

Application

L-(+)-Tartaric acid may be used in the synthesis of (R,R)-1,2-diammoniumcyclohexane mono-(+)-tartrate, an intermediate to prepare an enantioselective epoxidation catalyst. It may also be used as a starting material in the multi-step synthesis of 1,4-di-O-benzyl-L-threitol. It can be used a chiral resolving agent for the resolution of 2,2′-bispyrrolidine.

Chiral building block for natural products. Also forms a Diels-Alder catalyst with TiCl₂(O-i-Pr)₂.

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 1
• Flash Point(F): 302.0 °F - closed cup
• Flash Point(C): 150 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves