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95320

Sigma-Aldrich

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:
147-71-7
Molecular Weight:
150.09
Beilstein:
1725145
EC Number:
205-695-6
MDL number:
MFCD00004238
UNSPSC Code:
51113400
PubChem Substance ID:
329770444
NACRES:
NA.22

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.)

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

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
The energy-saving production of tartaric acid using ion exchange resin-filling bipolar membrane electrodialysis
Zhang K, et al.
Journal of Membrane Science , 341(1-2), 246-251 (2009)
Tartaric acid and tartrates in the synthesis of bioactive molecules
Ghosh AK, et al.
Synthesis, 2001(09), 1281-1301 (2001)
An alternative synthesis of d-erythro-sphingosine and l-lyxo-phytosphingosine.
Nakamura T and Shiozaki M.
Tetrahedron Letters, 40(51), 9063-9064 (1999)
Mrinal Kanti Bain et al.
Carbohydrate polymers, 91(2), 529-536 (2012-11-06)
Gelation temperature of MC was reduced from 59°C to 54°C with the addition of 10% PEG. Sodium tartrate (NaT) and sodium citrate (NaC) were added to the MC-PEG solution to further reduce the gelation temperature close to physiological temperature. Different
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