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HomeProduct name list(+)-DIACETYL-L-TARTARIC ANHYDRIDE

(+)-DIACETYL-L-TARTARIC ANHYDRIDE

Synonym(s):(+)-Diacetyl-L-tartaric anhydride

  • CAS NO.:6283-74-5
  • Empirical Formula: C8H8O7
  • Molecular Weight: 216.14
  • MDL number: MFCD00037918
  • EINECS: 228-502-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-04-23 13:52:06
(+)-DIACETYL-L-TARTARIC ANHYDRIDE Structural

What is (+)-DIACETYL-L-TARTARIC ANHYDRIDE?

Chemical properties

White Crystalline Solid

The Uses of (+)-DIACETYL-L-TARTARIC ANHYDRIDE

Di-O-acetyl-L-tartaric Anhydride (cas# 6283-74-5) is a compound useful in organic synthesis.

The Uses of (+)-DIACETYL-L-TARTARIC ANHYDRIDE

(+)-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)

What are the applications of Application

(+)-O,O′-Diacetyl-L-tartaric anhydride is a chiral building block for proteomics research

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.]

Properties of (+)-DIACETYL-L-TARTARIC ANHYDRIDE

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.  2-8°C
solubility  Acetone, Chloroform (Slightly, Heated)
form  Crystals or Needles
color  White
optical activity [α]20/D +59°, c = 6 in acetone
Water Solubility  Soluble in methanol and dichloromethane. Slightly soluble in water.
Sensitive  Moisture Sensitive
BRN  87315
CAS DataBase Reference 6283-74-5(CAS DataBase Reference)

Safety information for (+)-DIACETYL-L-TARTARIC ANHYDRIDE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for (+)-DIACETYL-L-TARTARIC ANHYDRIDE

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