Skip to Content
MilliporeSigma
All Photos(2)

Documents

T206

Sigma-Aldrich

D-(−)-Tartaric acid

ReagentPlus®, 99%

Synonym(s):

(2S,3S)-(−)-Tartaric acid, D-Threaric acid

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
HO2CCH(OH)CH(OH)CO2H
CAS Number:
147-71-7
Molecular Weight:
150.09
Beilstein/REAXYS Number:
1725145
EC Number:
205-695-6
MDL number:
MFCD00004238
UNSPSC Code:
12352300
PubChem Substance ID:
24900012
NACRES:
NA.22

description

synthetic

Quality Level

200

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

Looking for similar products? Visit Product Comparison Guide

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
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A synthesis of the HIV-protease inhibitor nelfinavir from D-tartaric acid.
Albizati KF, et al.
Tetrahedron Letters, 42(37), 6481-6485 (2001)
Terahertz near-field microspectroscopy.
Knab JR, et al.
Applied Physics Letters, 97(3), 031115-031115 (2010)
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)
M I Gil et al.
Journal of agricultural and food chemistry, 48(10), 4581-4589 (2000-10-29)
The antioxidant activity of pomegranate juices was evaluated by four different methods (ABTS, DPPH, DMPD, and FRAP) and compared to those of red wine and a green tea infusion. Commercial pomegranate juices showed an antioxidant activity (18-20 TEAC) three times
On oxidative decarboxylations with periodic acid.
D B SPRINSON et al.
The Journal of biological chemistry, 164, 433-449 (1946-07-01)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service