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483796

Sigma-Aldrich

D-(−)-Tartaric acid

99%

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
Beilstein:
1725145
EC Number:
205-695-6
MDL number:
MFCD00004238
UNSPSC Code:
12352300
PubChem Substance ID:
24871919

description

synthetic

Assay

99%

optical activity

[α]20/D −12°, c = 20 in H2O

optical purity

ee: 97% (GLC)

mp

172-174 °C (lit.)

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

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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

replaced by

Product No.
Description
Pricing

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’.

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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)
An alternative synthesis of d-erythro-sphingosine and l-lyxo-phytosphingosine.
Nakamura T and Shiozaki M.
Tetrahedron Letters, 40(51), 9063-9064 (1999)
Hyo-Hee Kim et al.
Food science and biotechnology, 26(5), 1343-1347 (2018-09-29)
Isomalto-oligosaccharide (IMO) syrup was prepared from organic rice, in which Lactobacillus plantarum as a starter was inoculated to raise its purity and also produce a fermented rice beverage. Of the five strains of lactic acid bacteria tested, L. plantarum was
Yanfang Feng et al.
Bioresource technology, 125, 138-144 (2012-10-03)
The aim of this study was to develop a promising and competitive bioadsorbent with the abundant of source, low price and environmentally friendly characters to remove cationic dye from wastewater. The swede rape straw (Brassica napus L.) modified by tartaric
Preparation of organotrifluoroborate salts: precipitation-driven equilibrium under non-etching conditions.
Alastair J J Lennox et al.
Angewandte Chemie (International ed. in English), 51(37), 9385-9388 (2012-08-21)
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