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T206

Sigma-Aldrich

D-(−)-Tartaric acid

ReagentPlus®, 99%

Synonyme(s) :

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

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25 G
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About This Item

Formule linéaire :
HO2CCH(OH)CH(OH)CO2H
Numéro CAS:
147-71-7
Poids moléculaire :
150.09
Beilstein:
1725145
Numéro CE :
205-695-6
Numéro MDL:
MFCD00004238
Code UNSPSC :
12352300
ID de substance PubChem :
24900012
Nomenclature NACRES :
NA.22

41,00 €

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Description

synthetic

Gamme de produits

ReagentPlus®

Essai

99%

Activité optique

[α]20/D −12°, c = 20 in H2O

Pureté optique

ee: 99% (GLC)

Pf

172-174 °C (lit.)

Solubilité

water: soluble 100 mg/mL, clear, colorless

Chaîne SMILES 

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

Clé InChI

FEWJPZIEWOKRBE-LWMBPPNESA-N

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Catégories apparentées

Description générale

D-(-)-Tartaric acid is a polycrystalline solid, widely used as food additive.[1] It has been reported to exhibit piezoelectric effect.[2]
D-(−)-Tartaric acid is a polyhydroxy acid. Oxidation of d-tartaric acid has been reported.[3] Crystal structure of D-(−)-tartaric acid has been studied by X-ray and neutron diffraction.[4] Tartaric acid is reported to be one of the constituents of soy bean Lipositol.[5] Tartaric acid assists in the generation Y2O3:Eu3+ nanoparticles by sol–gel method.[6] Tartaric acid is the main acid present in grapes and red wine.[7]

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.[1]
D-(−)-Tartaric acid may be used in the synthesis of the HIV-protease inhibitor nelfinavir.[8] 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.[9]

Autres remarques

Unnatural isomer

Informations légales

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

Pictogrammes

Corrosion
GHS05

Mention d'avertissement

Danger

Mentions de danger

H318

Conseils de prudence

P280 - P305 + P351 + P338

Classification des risques

Eye Dam. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
STBK7092
STBK5202
STBK0649
08411DE
STBC2517V

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(2R,3R)-(+)-Tartaric acid for resolution of racemates for synthesis

Sigma-Aldrich

8.18531

(2R,3R)-(+)-Tartaric acid

Phenacetin ≥98.0% (HPLC)

Sigma-Aldrich

77440

Phenacetin

A synthesis of the HIV-protease inhibitor nelfinavir from D-tartaric acid.
Albizati KF, et al.
Tetrahedron Letters, 42(37), 6481-6485 (2001)
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)
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)
On oxidative decarboxylations with periodic acid.
D B SPRINSON et al.
The Journal of biological chemistry, 164, 433-449 (1946-07-01)
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)
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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