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33801

Sigma-Aldrich

L-(+)-Tartaric acid

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

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Synonym(s):
(2R,3R)-(+)-Tartaric acid, L-Threaric acid
Linear Formula:
HO2CCH(OH)CH(OH)CO2H
CAS Number:
Molecular Weight:
150.09
Beilstein/REAXYS Number:
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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This Item
25138027506798665
vibrant-m

33801

L-(+)-Tartaric acid

-
vibrant-m

251380

L-(+)-Tartaric acid

-
vibrant-m

27506

L-(+)-Tartaric acid

Essential Grade
vibrant-m

798665

L-(+)-Tartaric acid

-
assay

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

assay

≥99.5%

assay

99.7-100.5% (calc. to the dried substance)

assay

≥99.5%

agency

Ph. Eur., reag. ISO, USP/NF

agency

suitable for EPA 200.7, suitable for EPA 200.8

agency

-

agency

-

grade

puriss. p.a.

grade

-

grade

puriss.

grade

-

form

powder or crystals

form

crystalline powder, crystals

form

powder

form

crystalline powder, crystals

impurities

≤0.0005% heavy metals (as Pb)

impurities

≤0.002% S compounds, ≤0.005% insolubles

impurities

organic volatile impurities, complies (GC), residual solvents, complies, ≤0.001% heavy metals (as Pb)

impurities

≤0.002% S compounds, ≤0.005% insolubles

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

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

302.0 °F - closed cup

flash_point_c

150 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Organic acid profile of Turkish white grapes and grape juices.
Soyer Y, et al.
J. Food Compos. Anal., 16(5), 629-636 (2003)
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 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)
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
Andrea Bencini et al.
Chemical communications (Cambridge, England), 48(84), 10428-10430 (2012-09-18)
A chiral ditopic polyammonium receptor featuring two [9]aneN(3) moieties separated by a (S)-BINOL linker is able to selectively bind and sense in water (S,S)-tartaric acid over its (R,R)/meso forms.

Protocols

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

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