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Sigma-Aldrich

L-(+)-Tartaric acid

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

Synonym(s):

(2R,3R)-(+)-Tartaric acid, L-Threaric acid

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About This Item

Linear Formula:
HO2CCH(OH)CH(OH)CO2H
CAS Number:
87-69-4
Molecular Weight:
150.09
Beilstein/REAXYS Number:
1725147
EC Number:
201-766-0
MDL number:
MFCD00064207
UNSPSC Code:
12352100
PubChem Substance ID:
57648910
NACRES:
NA.21

agency

Ph. Eur.
USP/NF
reag. ISO

Quality Level

200

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
GHS05

signalword

Danger

hcodes

H318

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCH0968
BCCF4777
BCCD8746
BCCC7993
BCCB9582

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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)
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
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)
Yanfang Feng et al.
Bioresource technology, 125, 138-144 (2012-10-03)
The aim of this study was to develop a promising and competitive bioadsorbent with the abundant of source, low price and environmentally friendly characters to remove cationic dye from wastewater. The swede rape straw (Brassica napus L.) modified by tartaric
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