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Dibenzoyl-L-tartaric acid

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Dibenzoyl-L-tartaric acid Basic information

Product Name:
Dibenzoyl-L-tartaric acid
Synonyms:
  • (2R,3R)-(-)-DI-O-BENZOYL-TARTARIC ACID
  • (2R,3R)-(-)-DIBENZOYL-L-TARTARIC ACID
  • BUTANEDIOIC ACID, 2,3-BIS(BENZOYLOXY)-, (2R,3R)-
  • di-1,4-o-benzoyl-l-tartaric acid
  • DI-O-BENZOYL-L-TARTARIC ACID
  • (-)-DIBENZOYL-L-TARTARIC ACID
  • DIBENZOYL-L-TARTARIC ACID
  • L-DI-O-BENZOYLTARTARIC ACID
CAS:
2743-38-6
MF:
C18H14O8
MW:
358.3
EINECS:
220-374-0
Product Categories:
  • Chiral Compound
  • chiral
  • straight chain compounds
  • Anilines, Amides & Amines
  • Bromine Compounds
  • Carboxylic Acids (Chiral)
  • Pharmaceutical Intermediates
  • FINE Chemical & INTERMEDIATES
  • Chiral Compounds
  • Chiral Building Blocks
  • Synthetic Organic Chemistry
  • CHIRAL CHEMICALS
  • Hydroxy Acids & Deriv.
  • Aromatics
  • Chiral Reagents
  • Miscellaneous Reagents
  • 2743-38-6
Mol File:
2743-38-6.mol
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Dibenzoyl-L-tartaric acid Chemical Properties

Melting point:
152-155 °C(lit.)
Boiling point:
234 °C / 7mmHg
Density 
1.3806 (rough estimate)
vapor pressure 
0Pa at 20℃
refractive index 
-116 ° (C=1, EtOH)
storage temp. 
Refrigerator
solubility 
DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
pka
1.85±0.25(Predicted)
form 
Solid or Crystalline Powder
color 
Off-white to orange to pale brown
optical activity
[α]20/D 116°, c = 9 in ethanol
Water Solubility 
Slightly soluble in water.
BRN 
709854
InChIKey
YONLFQNRGZXBBF-ZIAGYGMSSA-N
LogP
1.01 at 20℃
CAS DataBase Reference
2743-38-6(CAS DataBase Reference)
EPA Substance Registry System
Butanedioic acid, 2,3-bis(benzoyloxy)-, (2R,3R)- (2743-38-6)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36
Safety Statements 
26-36
WGK Germany 
3
RTECS 
WW8070000
3-9
TSCA 
Yes
HS Code 
29181990

MSDS

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Dibenzoyl-L-tartaric acid Usage And Synthesis

Description

Dibenzoyl-L-tartaric acid is a kind of white crystalline powder, and odorless, mildly bitter flavor, be slightly soluble in water, and pH value is 3-4, in acid, dissolves in ethanol and acetone and other organic solvent. Be widely used in chiral separation of racemic amine compounds. Because it is cheap, has stable properties, and is easy to recycle, it has good industrial application value.

Chemical Properties

Dibenzoyl-L-tartaric acid is white to light yellow crystal powde

Uses

(-)-Dibenzoyl-L-tartaric acid, anhydrous is used as a reagent used to produce chiral salts. Also used as organic chemical synthesis intermediate.

Flammability and Explosibility

Not classified

Safety Profile

Dibenzoyl-L-tartaric acid is an eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

Synthesis

A synthetic method of Dibenzoyl-L-tartaric acid includes the following steps: with L-tartaric acid and benzoyl chloride as raw materials, copper sulfate as a catalyst and toluene as a solvent, carrying out reaction to prepare L-dibenzoyl tartaric anhydride, carrying out hydrolysis with an equal amount of water and toluene to obtain the L-dibenzoyl tartaric acid, wherein the toluene serving as the solvent, as well as the water and the toluene in the hydrolysis step, can be repeatedly utilized.

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