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T109

Sigma-Aldrich

L-(+)-Tartaric acid

≥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:
12352106
PubChem Substance ID:
57654651
NACRES:
NA.21

vapor density

5.18 (vs air)

Quality Level

200

assay

≥99.5%

form

granular
powder or crystals

optical activity

[α]20/D +13.5±0.5°, c = 10% in H2O

autoignition temp.

797 °F

mp

170-172 °C (lit.)

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

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General description

L-(+)-tartaric acid is an organic compound that is commonly used as a chiral auxiliary in reactions that involve the addition of a chiral nucleophile. It is also used as a resolving agent for the separation of enantiomers from a racemic mixture. Additionally, L-(+)-tartaric acid can also be used as a building block for the synthesis of other chiral compounds.

Application

L- (+)-Tartaric acid can be used as:

  • A co-former for the synthesis of etravirine co-crystals.
  • A mobile phase additive in thin-layer chromatography.

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
BCCL4881
BCCM3958
BCCL8903
BCCL3095
BCCJ9695

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Amalia Papadaki et al.
Bio-protocol, 9(19), e3384-e3384 (2019-10-05)
Acid ecto-phosphatases are enzymes that hydrolyze phosphomonoesters in the acidic pH range with their active sites facing the extacellular medium. Their activities can be measured in living cells. In bacteria and protozoan pathogens, acid ecto-phosphatases have been associated with the
Growth, molecular structure, NBO analysis and vibrational spectral analysis of l-tartaric acid single crystal.
Sasikala, V .et al.
Spectrochimica Acta Part A: Molecular Spectroscopy, 123, 127-141 (2014)
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.
Mark D Eddleston et al.
Chemical communications (Cambridge, England), 48(92), 11340-11342 (2012-10-18)
The formation of diastereomeric cocrystals of malic acid and tartaric acid was investigated by liquid-assisted grinding in the solid state. We demonstrate that racemic malic acid can be converted into two distinct diastereomeric cocrystal phases by grinding with a single
J B Olivato et al.
Carbohydrate polymers, 92(2), 1705-1710 (2013-02-13)
Tartaric acid (TA), a dicarboxylic acid, can act as a compatibiliser in starch/polyester blends. A mixture design was proposed to evaluate the effect of TA on the properties of starch/poly (butylene adipate co-terephthalate) (PBAT) blown films plasticised with glycerol. The
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