| Identification | More | [Name]
(+)-DIACETYL-L-TARTARIC ANHYDRIDE | [CAS]
6283-74-5 | [Synonyms]
DATA
(+)-DIACETYL-L-TARTARIC ANHYDRIDE
DIACETYL-L-TARTARIC ANHYDRIDE
(+)-DI-O-ACETYL-L-TARTARIC ACID ANHYDRIDE
(+)-DI-O-ACETYL-L-TARTARIC ANHYDRIDE
DI-O-ACETYL-L-TARTARIC ANHYDRIDE
L-(+)-3,4-DIACETOXYTETRAHYDROFURAN-2,5-DIONE
L-(+)-O,O'-DIACETYL-TARTARIC ACID ANHYDRIDE
(R,R)-DIACETYLTARTARIC ACID ANHYDRIDE
(3R-trans)-dihydro-2,5-dioxofuran-3,4-diyl diacetate
(+)-DI-O-ACETYLTARTARIC ACID ANHYDRIDE
2,5-Furandione, 3,4-bis(acetyloxy)dihydro-, (3R,4R)-
(+)-DI-O-ACETYL-L-WEINSURE-ANHYDRID
O,O-diacetyl tartaric acid anhydride
(+)-O,Oμ-Diacetyl-L-tartaric anhydride
(+)-2-O,3-O-Diacetyl-L-tartaric anhydride
(2R,3R)-2,3-Diacetoxysuccinic anhydride
(3R)-2,5-Dioxotetrahydrofuran-3α,4β-diol diacetate
(3R)-3α,4β-Bis(acetyloxy)-3,4-dihydro-2,5-furandione
(3R)-3α,4β-Diacetoxyoxolane-2,5-dione | [EINECS(EC#)]
228-502-7 | [Molecular Formula]
C8H8O7 | [MDL Number]
MFCD00037918 | [Molecular Weight]
216.14 | [MOL File]
6283-74-5.mol |
| Chemical Properties | Back Directory | [Appearance]
White Crystalline Solid | [Melting point ]
130-135 °C(lit.)
| [Boiling point ]
316.55°C (rough estimate) | [density ]
1.5197 (rough estimate) | [refractive index ]
90 ° (C=0.5, CHCl3) | [storage temp. ]
−20°C
| [solubility ]
Acetone, Chloroform (Slightly, Heated) | [form ]
Crystals or Needles | [color ]
White | [Optical Rotation]
[α]20/D +59°, c = 6 in acetone | [Water Solubility ]
Soluble in methanol and dichloromethane. Slightly soluble in water. | [Sensitive ]
Moisture Sensitive | [BRN ]
87315 | [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 | [InChIKey]
XAKITKDHDMPGPW-PHDIDXHHSA-N | [SMILES]
CC(=O)O[C@@H]1[C@@H](OC(C)=O)C(=O)OC1=O | [CAS DataBase Reference]
6283-74-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
3-10-21 | [REACH Registrations]
Active | [HS Code ]
29321900 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
White Crystalline Solid | [Uses]
(+)-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)
| [Uses]
Di-O-acetyl-L-tartaric Anhydride (cas# 6283-74-5) is a compound useful in organic synthesis. | [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. | [Purification Methods]
If the IR is good, i.e. no OH bands, then keep it in a vacuum desiccator overnight (over P2O5/paraffin) before use. If OH bands are present then reflux 4g in Ac2O (12.6mL) containing a few drops of conc H2SO4 for 10minutes (use a relatively large flask), pour onto ice, collect the crystals, wash with dry *C6H6 (2 x 2mL), stir with 17mL of cold Et2O, filter and dry in it a vacuum desiccator as above, or store it in dark evacuated ampoules under N2 in small aliquots. It is not very stable in air, the melting point of the crystals drop one degree in the first four days then remains constant (132-134o). If placed in a stoppered bottle, it becomes gummy and the m falls 100o in three days. Recrystllisation leads to decomposition. If good quality anhydride is required it, should be prepared freshly from tartaric acid. It sublimes in a CO2 atmosphere. [Shriner & Furrow Org Synth Coll Vol IV 242 1963, Bell Aust J Chem 34 671 1981, Beilstein 18 III/IV 2296.] |
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