483796
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:
Molecular Weight:
150.09
EC Number:
205-695-6
UNSPSC Code:
12352300
PubChem Substance ID:
Beilstein/REAXYS Number:
1725145
MDL number:
InChI key
FEWJPZIEWOKRBE-LWMBPPNESA-N
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
SMILES string
O[C@@H]([C@H](O)C(O)=O)C(O)=O
description
synthetic
assay
99%
optical activity
[α]20/D −12°, c = 20 in H2O
optical purity
ee: 97% (GLC)
mp
172-174 °C (lit.)
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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
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
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)
Andrea Bencini et al.
Chemical communications (Cambridge, England), 48(84), 10428-10430 (2012-09-18)
A chiral ditopic polyammonium receptor featuring two [9]aneN(3) moieties separated by a (S)-BINOL linker is able to selectively bind and sense in water (S,S)-tartaric acid over its (R,R)/meso forms.
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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