Skip to Content
Merck
All Photos(2)

Key Documents

More 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:
1725145
EC Number:
205-695-6
MDL number:
MFCD00004238
UNSPSC Code:
12352300
PubChem Substance ID:
24900012
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

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

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

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

B M Kim et al.
Organic letters, 3(15), 2349-2351 (2001-07-21)
[reaction: see text] Chiral aziridine derivative 1 was prepared from D-tartaric acid. This compound could be utilized as a common intermediate for the synthesis of hydroxyethylamine class HIV protease inhibitors such as saquinavir, amprenavir, or nelfinavir.
A synthesis of the HIV-protease inhibitor nelfinavir from D-tartaric acid.
Albizati KF, et al.
Tetrahedron Letters, 42(37), 6481-6485 (2001)
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
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)
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