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T206

Sigma-Aldrich

D-(−)-Tartaric acid

ReagentPlus®, 99%

Sinonimo/i:

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

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CHF 42.60
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CHF 115.00

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25 G
CHF 42.60
100 G
CHF 115.00

About This Item

Formula condensata:
HO2CCH(OH)CH(OH)CO2H
Numero CAS:
147-71-7
Peso molecolare:
150.09
Beilstein:
1725145
Numero CE:
205-695-6
Numero MDL:
MFCD00004238
Codice UNSPSC:
12352300
ID PubChem:
24900012
NACRES:
NA.22

CHF 42.60

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Descrizione

synthetic

Livello qualitativo

200

Nome Commerciale

ReagentPlus®

Saggio

99%

Attività ottica

[α]20/D −12°, c = 20 in H2O

Purezza ottica

ee: 99% (GLC)

Punto di fusione

172-174 °C (lit.)

Solubilità

water: soluble 100 mg/mL, clear, colorless

Stringa SMILE

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
FEWJPZIEWOKRBE-LWMBPPNESA-N

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Categorie correlate

Descrizione generale

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]

Applicazioni

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]

Altre note

Unnatural isomer

Note legali

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

Pittogrammi

Corrosion
GHS05

Avvertenze

Danger

Indicazioni di pericolo

H318

Consigli di prudenza

P280 - P305 + P351 + P338

Classi di pericolo

Eye Dam. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
STBK7092
STBK5202
STBK0649
08411DE
STBC2517V

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Idrogenocarbonato di sodio for analysis EMSURE® ACS,Reag.Ph Eur

Supelco

1.06329

Idrogenocarbonato di sodio

(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)
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.
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)
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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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