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358924

Sigma-Aldrich

(+)-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
Beilstein:
87315
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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