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798665

Sigma-Aldrich

L-(+)-Tartaric acid

anhydrous, free-flowing, Redi-Dri™, ACS reagent, ≥99.5%

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:
329768663
NACRES:
NA.21

grade

ACS reagent
anhydrous

Quality Level

100

vapor density

5.18 (vs air)

product line

Redi-Dri™

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

quality

free-flowing

impurities

≤0.002% S compounds
≤0.005% insolubles

ign. residue

≤0.02%

mp

170-172 °C (lit.)

solubility

water: soluble 150 g/L at 25 °C

anion traces

chloride (Cl-): ≤0.001%
oxalate (C2O42-): passes test
phosphate (PO43-): ≤0.001%

cation traces

Fe: ≤5 ppm
heavy metals (as Pb): ≤5 ppm

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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Application

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

Legal Information

Redi-Dri is a trademark of Sigma-Aldrich Co. LLC

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

wgk_germany

WGK 1

flash_point_f

closed cup

flash_point_c

closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chemistry Letters (Jpn), 2409-2409 (1987)
Chemistry Letters (Jpn), 1967-1967 (1986)
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
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