2743-38-6

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 NO: 2743-38-6
• Molecular Formula: C₁₈H₁₄O₈
• Molecular Weight: 358.3
• EINECS: 220-374-0
• Product Categories: Pharmaceutical Intermediates;straight chain compounds;FINE Chemical & INTERMEDIATES;Chiral Compounds;chiral;Anilines, Amides & Amines;Bromine Compounds;Carboxylic Acids (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;CHIRAL CHEMICALS;Hydroxy Acids & Deriv.;Chiral Compound;Aromatics;Chiral Reagents;Miscellaneous Reagents
• Mol File: 2743-38-6.mol
• Article Data: 15

Chemical Properties

• Melting Point: 152-155 °C(lit.)
• Boiling Point: 234 °C / 7mmHg
• Flash Point: 221.8 °C
• Appearance: Off-white to orange to pale brown/Solid or Crystalline Powder
• Density: 1.3806 (rough estimate)
• Vapor Pressure: 7.4E-19mmHg at 25°C
• Refractive Index: -116 ° (C=1, EtOH)
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• PKA: 1.85±0.25(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 709854
• CAS DataBase Reference: Dibenzoyl-L-tartaric acid(CAS DataBase Reference)
• NIST Chemistry Reference: Dibenzoyl-L-tartaric acid(2743-38-6)
• EPA Substance Registry System: Dibenzoyl-L-tartaric acid(2743-38-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: WW8070000
• F: 3-9
• TSCA: Yes
• Hazardous Substances Data: 2743-38-6(Hazardous Substances Data)

Usage

Chemical Properties

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

Uses

Different sources of media describe the Uses of 2743-38-6 differently. You can refer to the following data:
1. Reagent used to produce chiral salts.
2. (-)-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

Notclassified

Safety Profile

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

InChI:InChI=1/C18H14O8.H2O/c19-15(20)13(25-17(23)11-7-3-1-4-8-11)14(16(21)22)26-18(24)12-9-5-2-6-10-12;/h1-10,13-14H,(H,19,20)(H,21,22);1H2/t13-,14-;/m1./s1

Upstream product

• 87-69-4 L-Tartaric acid 
• 98-88-4 benzoyl chloride 
• 17637-11-5 (+/-)-O,O'-dibenzoyltartaric anhydride 
• 2743-38-6 rac-tartaric acid dibenzoate 
• 2743-38-6 (+/-)-2,3-O-dibenzoyltartaric acid 
• 252979-89-8 l-threo-methylphenidate / dibenzoyl L-tartaric acid 
• 64339-95-3 2R,3R-(L)-dibenzoyltartaric acid anhydride 

Downstream Products

• 114352-03-3 (S)-N-methyl-1,2,3,4-tetrahydro-1-naphthylamine (-)-dibenzoyltartrate 
• 140427-68-5 (2R,3R)-2,3-Bis-benzoyloxy-3-carboxy-propionate((R)-2-hydroxy-octyl)-dimethyl-sulfonium; 
• 140427-68-5 (2R,3R)-2,3-Bis-benzoyloxy-3-carboxy-propionate((S)-2-hydroxy-octyl)-dimethyl-sulfonium; 
• 17026-42-5 O,O'-dibenzoyl-D-tartaric acid 
• 78684-63-6 (-)-Mianserin 
• 158422-72-1 1-(2,4-difluorophenyl)-4,5-dihydro-3,4-dimethyl-1H-2,4-benzodiazepine 
• 175871-29-1 2-((phenyl)carbonyl)amino-7-nitrotetralin 
• 877068-77-4 diethyl (1S, 2S)-1-amino-2-ethenylcyclopropane-1-phosphonate dibenzoyl-L-tartaric acid salt 

Relevant articles and documents

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A L - dibenzoyl tartaric acid for the preparation of dimethyl

The invention belongs to the technical field of chemical synthesis method, in particular to a L - dibenzoyl tartaric acid for the preparation of dimethyl, the L - dibenzoyl tartaric acid for the preparation of dimethyl, comprises the following steps: S1, to L - tartaric acid, benzoyl chloride, thionyl chloride as the raw material, Lewis acid as catalyst, toluene as the solvent, through esterification, Anhydrized reaction, purification L - dibenzoyl tartaric acid [...]; S2, will be L - dibenzoyl tartaric acid [...] in pure water in the hydrolysis to obtain L - dibenzoyl tartaric acid hydrate wet product; S3, L - dibenzoyl tartaric acid hydrate the wet product in methanol and catalyst under the action of the esterification reaction, purify to get the L - dibenzoyl tartaric acid dimethyl ester. The invention the raw materials used are cheap and easy to obtain, mild reaction conditions, to recycle the methanol can be used repeatedly, after treatment is convenient, and is suitable for industrial production, it is worth.

New chiral zwitterionic phosphorus heterocycles: Synthesis, structure, properties and application as chiral solvating agents

A family of new chiral zwitterionic phosphorus-containing heterocycles (zPHC) have been derived from methylene-bridged bis(imidazolines). These structures were unambiguously determined, including single-crystal XRD analysis for two compounds. The stability, acid/base and electronic properties of these dipolar phosphorus heterocycles were subsequently investigated. zPHCs can be successfully employed as a new class of chiral solvating agents for the enantiodifferentiation of chiral carboxylic and sulfonic acids by NMR spectroscopy. The stoichiometry and binding constants for the donor-acceptor complexes formed were established by NMR titration methods. A convenient synthetic approach to a new class of chiral zwitterionic phosphorus-containing heterocycles starting from methylene-bridged bis(imidazolines) was designed and executed. Stability and properties of the synthesized compounds were investigated. The applicability of the designed compounds as chiral solvating agents for the determination of the enantiomeric excesses of chiral acids was demonstrated. Copyright

Tartaric acid and its acyl derivatives. Part 5. Direct synthesis of monoacyltartaric acids and novel mono(benzoyl)tartaric anhydride: Unusual findings in tartaric acid acylation

Practical acylation of unprotected tartaric acid 1 by acyl chlorides to the corresponding monoacyltartaric acids 2 has been shown. Several unusual cases in the acylation of 1 are observed; it has been found that two routes of acylation are possible. In the benzoylation of 1, in addition to the expected products, the formation of a previously undescribed monobenzoyltartaric anhydride 7a is reported. An unusual DME cleavage during the course of acylation was also observed. ARKAT USA, Inc.