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33801

Sigma-Aldrich

L-(+)-Tartaric acid

puriss. p.a., reag. ISO, 99.5-101.0% (calc. to the dried substance)

Synonym(s):
L-Threaric acid, (2R,3R)-(+)-Tartaric acid
Linear Formula:
HO2CCH(OH)CH(OH)CO2H
CAS Number:
Molecular Weight:
150.09
Beilstein:
1725147
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

agency

Ph. Eur.
USP/NF
reag. ISO

Quality Level

vapor density

5.18 (vs air)

grade

puriss. p.a.

assay

99.5-101.0% (calc. to the dried substance)

form

powder or crystals

optical activity

[α]20/D +12.0 to +12.8°, c = 20% in H2O

autoignition temp.

797 °F

impurities

≤0.0005% heavy metals (as Pb)

ign. residue

≤0.1% (as SO4)

loss

≤0.1% loss on drying, 105 °C

mp

170-172 °C (lit.)

anion traces

chloride (Cl-): ≤5 mg/kg
phosphate (PO43-): ≤10 mg/kg
sulfate (SO42-): ≤150 mg/kg

cation traces

Ca: ≤20 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
Pb: ≤2 mg/kg
Zn: ≤5 mg/kg

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

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General description

L-(+)-Tartaric acid is an organic acid naturally found in grapes and wines. It is widely used as flavoring agent and antioxidizing agent for various beverages (grape juices and wines). It can be synthesized starting from L-ascorbic acid (AA, vitamin C). Its forms various hydrogen-L-tartrate salts, which have important applications in crystal engineering studies. Its quantification in grape juice has been carried out by recording HPLC chromatograms.

Application

L-(+)-Tartaric acid may be employed as starting reagent in the synthesis of enantiomeric forms of pyrrolidinoisoquinoline derivatives.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Dam. 1

Storage Class Code

13 - Non 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

Certificate of Analysis

Certificate of Origin

Organic salts of L-tartaric acid: materials for second harmonic generation with a crystal structure governed by an anionic hydrogen-bonded network.
Aakeroy CB, et al.
Journal of the Chemical Society. Chemical Communications, 7, 553-555 (1992)
Asymmetric synthesis of both enantiomers of pyrrolidinoisoquinoline derivatives from L-malic acid and L-tartaric acid.
Lee YS, et al.
The Journal of Organic Chemistry, 60(22), 7149-7152 (1955)
Organic acid profile of Turkish white grapes and grape juices.
Soyer Y, et al.
J. Food Compos. Anal., 16(5), 629-636 (2003)
Seth DeBolt et al.
Proceedings of the National Academy of Sciences of the United States of America, 103(14), 5608-5613 (2006-03-29)
The biosynthetic pathway of L-tartaric acid, the form most commonly encountered in nature, and its catabolic ties to vitamin C, remain a challenge to plant scientists. Vitamin C and L-tartaric acid are plant-derived metabolites with intrinsic human value. In contrast
Mrinal Kanti Bain et al.
Carbohydrate polymers, 91(2), 529-536 (2012-11-06)
Gelation temperature of MC was reduced from 59°C to 54°C with the addition of 10% PEG. Sodium tartrate (NaT) and sodium citrate (NaC) were added to the MC-PEG solution to further reduce the gelation temperature close to physiological temperature. Different

Protocols

Thin Layer Chromatography Identification Test for Dextromethorphan following European Pharmacopeia Monograph on Silica Gel G 254 Plates

Silica gel G 254 plates are suitable for analysis of Dextromethorphan following the European pharmacopeia monograph.

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