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95320

D-(−)-Tartaric acid

Name: <SC>D-</SC>(−)-Tartaric acid
Brand: SIAL

puriss., unnatural form, ≥99.0% (T)

Synonym(s):

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

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About This Item

Linear Formula:

HO₂CCH(OH)CH(OH)CO₂H

CAS Number:

147-71-7

Molecular Weight:

150.09

UNSPSC Code:

51113400

NACRES:

NA.22

PubChem Substance ID:

329770444

EC Number:

205-695-6

Beilstein/REAXYS Number:

1725145

MDL number:

MFCD00004238

Assay:

≥99.0% (T)

Form:

crystals

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Properties

description

synthetic

Quality Level

200

grade

puriss.

assay

≥99.0% (T)

form

crystals

optical activity

[α]20/D −13.5±0.5°, c = 10% in H₂O

quality

unnatural form

ign. residue

≤0.05%

mp

167-171 °C, 172-174 °C (lit.)

functional group

carboxylic acid, hydroxyl

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

Description

General description

Tartaric acid is a polyhydroxy acid with wide applications in the textile, pharma, and food industries. It is commonly used as a food additive and acts as an antioxidant and acidification agent. It is also used as a starting material for the preparation of many bioactive molecules.

Application

D-(-)-Tartaric acid may be used in the preparation of enantiospecific homochiral cis-4-formyl β-lactams. It may also be used as a starting material in the synthesis of D-erythro-sphingosine and L-lyxo-phytosphingosine.

Other Notes

Unnatural isomer

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pictograms

GHS05

signalword

Danger

hcodes

H318

pcodes

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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An alternative synthesis of d-erythro-sphingosine and l-lyxo-phytosphingosine.

Nakamura T and Shiozaki M.

Tetrahedron Letters, 40(51), 9063-9064 (1999)

Efficient Asymmetric Synthesis of cis-4-Formyl-?-Lactams from L-(+)-Tartaric Acid.

Jayaraman M, et al.

The Journal of Organic Chemistry, 59(4), 932-934 (1994)

Human infections attributable to the D-tartrate-fermenting variant of Salmonella enterica serovar Paratyphi B in Germany originate in reptiles and, on rare occasions, poultry.

Anne Toboldt et al.

Applied and environmental microbiology, 78(20), 7347-7357 (2012-08-14)

In this study, the population structure, incidence, and potential sources of human infection caused by the d-tartrate-fermenting variant of Salmonella enterica serovar Paratyphi B [S. Paratyphi B (dT+)] was investigated. In Germany, the serovar is frequently isolated from broilers. Therefore

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Global Trade Item Number

SKU	GTIN
95320-50G	04061833315927
95320-10G	04061833039472
95320-250G	04061833039489