95320
D-(−)-Tartaric acid
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:
Molecular Weight:
150.09
Beilstein:
1725145
EC Number:
MDL number:
UNSPSC Code:
51113400
PubChem Substance ID:
NACRES:
NA.22
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description
synthetic
Quality Level
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
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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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Ghosh AK, et al.
Synthesis, 2001(09), 1281-1301 (2001)
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)
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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