358924
(+)-O,O′-Diacetyl-L-tartaric anhydride
97%
Synonym(s):
(+)-Diacetyl-L-tartaric anhydride
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About This Item
Empirical Formula (Hill Notation):
C8H8O7
CAS Number:
Molecular Weight:
216.14
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
228-502-7
Beilstein/REAXYS Number:
87315
MDL number:
Assay:
97%
Quality Level
assay
97%
optical activity
[α]20/D +59°, c = 6 in acetone
mp
130-135 °C (lit.)
functional group
anhydride, ester
storage temp.
2-8°C
SMILES string
CC(=O)O[C@@H]1[C@@H](OC(C)=O)C(=O)OC1=O
InChI
1S/C8H8O7/c1-3(9)13-5-6(14-4(2)10)8(12)15-7(5)11/h5-6H,1-2H3/t5-,6-/m1/s1
InChI key
XAKITKDHDMPGPW-PHDIDXHHSA-N
General description
(+)-O,O′-Diacetyl-L-tartaric anhydride is an HPLC derivatization reagent for UV/Vis detection. It is mainly employed as a reagent for the chiral derivatization of amino alcohols. It also reacts with alkanoamines in aprotic medium containing trichloroacetic acid and produces tartaric acid monoesters.
Application
(+)-O,O′-Diacetyl-L-tartaric anhydride may be used as a chiral derivatizating agent in the following:
- determination of enantiomeric vigabatrin in mouse serum samples using ultra-high performance liquid chromatography-quadrupole-time-of-flight mass spectrometry (UHPLC-Q-TOF-M)
- determination of trantinterol in rat plasma by ultra performance liquid chromatography–electrospray ionization mass spectrometry (UPLC–MS/MS)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Determination of enantiomeric vigabatrin by derivatization with diacetyl-l-tartaric anhydride followed by ultra-high performance liquid chromatography-quadrupole-time-of-flight mass spectrometry
Zhao J, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 1040, 199-207 (2017)
William M Oldham et al.
Bio-protocol, 6(16) (2017-06-03)
Two enantiomers of 2-hydroxyglutarate (2HG), L (L2HG) and D (D2HG), are metabolites of unknown function in mammalian cells that were initially associated with separate and rare inborn errors of metabolism resulting in increased urinary excretion of 2HG linked to neurological
D R Brocks et al.
Journal of pharmaceutical and biomedical analysis, 13(7), 911-918 (1995-06-01)
A stereospecific liquid chromatographic (LC) assay was developed for the quantification of the antimalarial drug, halofantrine, in human plasma. Following protein precipitation with acetonitrile, the enantiomers of halofantrine were extracted from human plasma using ammonium hydroxide and tert-butyl methyl ether-hexane.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 358924-50G | 04061831812923 |