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T206

Sigma-Aldrich

D-(−)-Tartaric acid

ReagentPlus®, 99%

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Synonym(s):
(2S,3S)-(−)-Tartaric acid, D-Threaric acid
Linear Formula:
HO2CCH(OH)CH(OH)CO2H
CAS Number:
Molecular Weight:
150.09
Beilstein/REAXYS Number:
1725145
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

description

synthetic

product line

ReagentPlus®

assay

99%

optical activity

[α]20/D −12°, c = 20 in H2O

optical purity

ee: 99% (GLC)

mp

172-174 °C (lit.)

solubility

water: soluble 100 mg/mL, clear, colorless

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-/m0/s1

InChI key

FEWJPZIEWOKRBE-LWMBPPNESA-N

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This Item
95320T180727506
vibrant-m

T206

D-(−)-Tartaric acid

-
vibrant-m

95320

D-(−)-Tartaric acid

-
vibrant-m

T1807

L-(+)-Tartaric acid

Premium Grade
vibrant-m

27506

L-(+)-Tartaric acid

Essential Grade
solubility

water: soluble 100 mg/mL, clear, colorless

solubility

-

solubility

H2O: 1 M at 20 °C, clear, colorless

solubility

water: soluble 150 g/L at 20 °C

assay

99%

assay

≥99.0% (T)

assay

≥98%

assay

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

mp

172-174 °C (lit.)

mp

167-171 °C, 172-174 °C (lit.)

mp

170-172 °C (lit.)

mp

168-170 °C, 170-172 °C (lit.)

description

synthetic

description

synthetic

description

-

description

-

product line

ReagentPlus®

product line

-

product line

BioXtra

product line

-

General description

D-(-)-Tartaric acid is a polycrystalline solid, widely used as food additive. It has been reported to exhibit piezoelectric effect.
D-(−)-Tartaric acid is a polyhydroxy acid. Oxidation of d-tartaric acid has been reported. Crystal structure of D-(−)-tartaric acid has been studied by X-ray and neutron diffraction. Tartaric acid is reported to be one of the constituents of soy bean Lipositol. Tartaric acid assists in the generation Y2O3:Eu3+ nanoparticles by sol–gel method. Tartaric acid is the main acid present in grapes and red wine.

Application

D-(-)-Tartaric acid has been used in the near-field, terahertz time-domain spectroscopic (THz-TDS) analysis of waveguides filled with polycrystalline D-tartaric acid, and with polyethylene and silicon powders.
D-(−)-Tartaric acid may be used in the synthesis of the HIV-protease inhibitor nelfinavir. It may be used in the synthesis of chiral aziridine derivative, a common intermediate for the synthesis of hydroxyethylamine class HIV protease inhibitors such as saquinavir, amprenavir, or nelfinavir.

Other Notes

Unnatural isomer

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Tartaric acid-assisted sol-gel synthesis of Y 2 O 3: Eu 3+ nanoparticles.
Taxak VB, et al.
J. Alloy Compounds, 469(1), 224-228 (2009)
Refinement of the structure of D-tartaric acid by x-ray and neutron diffraction.
Okaya Y, et al.
Acta Crystallographica, 21(2), 237-242 (1966)
Terahertz near-field microspectroscopy.
Knab JR, et al.
Applied Physics Letters, 97(3), 031115-031115 (2010)
On oxidative decarboxylations with periodic acid.
D B SPRINSON et al.
The Journal of biological chemistry, 164, 433-449 (1946-07-01)
Isolation and partial determination of structure of soy bean lipositol, a new inositol-containing phospholipid.
Woolley DW.
The Journal of Biological Chemistry, 147(3), 581-591 (1943)

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