Cas no 80892-32-6 (Dibenzoyl-D-tartaric acid)

Dibenzoyl-D-tartaric acid (CAS 17026-42-5) is a chiral derivative of tartaric acid, widely used as a resolving agent for the separation of racemic mixtures, particularly in pharmaceutical and fine chemical synthesis. Its key advantages include high enantioselectivity, stability under standard conditions, and compatibility with a range of organic solvents. The compound’s rigid molecular structure and strong hydrogen-bonding capacity enhance its effectiveness in forming diastereomeric salts, facilitating the purification of enantiomers. It is also employed as an intermediate in asymmetric synthesis and catalysis. Its well-defined stereochemistry and reliability make it a preferred choice for chiral resolution in industrial and academic research applications.
Dibenzoyl-D-tartaric acid structure
Dibenzoyl-D-tartaric acid structure
Product Name:Dibenzoyl-D-tartaric acid
CAS No:80892-32-6
MF:C18H14O8
MW:358.298965930939
CID:986185
Update Time:2025-05-21

Dibenzoyl-D-tartaric acid Chemical and Physical Properties

Names and Identifiers

    • amberlite(r) irp-64 ion-exchange resin
    • AMberlite? IRP-64 hydrogen forM
    • Dibenzoyl-D-tartaric acid
    • (+)-Dibenzoyl-D-tartaric acid
    • Butanedioic acid, 2,3-bis(benzoyloxy)-, (2S,3S)-
    • D-Dibenzoyltartaric acid
    • D-Dibenzoyl tartaric acid
    • (+)-O,O-Dibenzoyltartaric acid
    • (2S,3S)-(+)-Dibenzoyltartaric acid
    • (+)-Dibenzoyltartaric acid
    • (2S,3S)-2,3-bis(benzoyloxy)succinic acid
    • (2S,3S)-2,3-dibenzoyloxybutanedioic acid
    • (+)-2,3-Dibenzoyl-D-tartaric acid
    • O,O'-DIBENZOYL D-TARTARIC ACID
    • [+]-Dibenzoyltartaric acid
    • (+)-Dibenzoyl tartaric acid
    • [+]-Dibenzoyl t
    • Inchi： 1S/C18H14O8/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)/t13-,14-/m0/s1
    • InChI Key： YONLFQNRGZXBBF-KBPBESRZSA-N
    • SMILES： O(C(C1C=CC=CC=1)=O)[C@H](C(=O)O)[C@@H](C(=O)O)OC(C1C=CC=CC=1)=O

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 26
  • Rotatable Bond Count: 9
  • Complexity: 483
  • XLogP3: 2.6
  • Topological Polar Surface Area: 127

Experimental Properties

  • Color/Form: Not determined
  • Solubility: Not determined

Dibenzoyl-D-tartaric acid Security Information

  • WGK Germany：3
  • Hazard Category Code： 36
  • Safety Instruction： 26-36
  • Hazardous Material Identification： Xi

Dibenzoyl-D-tartaric acid Pricemore >>

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Dibenzoyl-D-tartaric acid Related Literature

Additional information on Dibenzoyl-D-tartaric acid

Comprehensive Guide to Dibenzoyl-D-tartaric Acid (CAS No. 80892-32-6): Properties, Applications, and Industry Insights

Dibenzoyl-D-tartaric acid (CAS No. 80892-32-6), often abbreviated as DBTA, is a chiral derivative of tartaric acid widely utilized in pharmaceuticals, asymmetric synthesis, and resolution processes. Its unique stereochemical properties make it a cornerstone in enantiomeric separation, a critical step in drug development. This article delves into its molecular structure, industrial applications, and answers trending questions like "How does Dibenzoyl-D-tartaric acid work in chiral resolution?" or "What are the alternatives to DBTA in organic synthesis?".

The compound’s systematic name, (2R,3R)-2,3-Bis(benzoyloxy)succinic acid, highlights its D-tartaric acid backbone modified by benzoyl groups. This modification enhances its solubility in organic solvents, a feature often searched by chemists exploring "solubility of Dibenzoyl-D-tartaric acid in methanol" or "DBTA polar vs nonpolar solvents." Its crystalline form and high melting point (～180°C) further suit it for recrystallization-based purification methods.

In pharmaceuticals, DBTA is pivotal for resolving racemic mixtures of amine-based APIs (Active Pharmaceutical Ingredients). Recent studies emphasize its role in green chemistry, aligning with the surge in searches for "sustainable chiral resolving agents." For instance, its recyclability in resolution processes reduces waste, addressing the "environmental impact of chiral auxiliaries"—a hot topic in 2024.

Beyond pharmaceuticals, Dibenzoyl-D-tartaric acid finds niche applications in agrochemicals and specialty chemicals. Researchers frequently inquire about "DBTA vs. L-tartaric acid derivatives" for asymmetric catalysis, underscoring the demand for comparative analyses. Its cost-effectiveness and commercial availability (from suppliers like Sigma-Aldrich and TCI) also make it a staple in academic labs.

From an SEO perspective, keywords like "buy Dibenzoyl-D-tartaric acid," "CAS 80892-32-6 suppliers," and "DBTA chiral resolution protocol" are highly searched. This reflects the compound’s dual relevance in industrial procurement and R&D workflows. Notably, its safety profile (non-hazardous under standard conditions) further boosts its accessibility, unlike regulated compounds.

Innovations in continuous flow chemistry have renewed interest in DBTA as a catalyst or resolving agent, with queries like "DBTA in flow synthesis" gaining traction. Its compatibility with automated systems aligns with Industry 4.0 trends, offering scalability for high-value enantiopure products.

In summary, Dibenzoyl-D-tartaric acid (CAS No. 80892-32-6) remains indispensable in chiral chemistry. Whether for resolving "pharmaceutical racemates" or optimizing "green synthesis routes," its versatility ensures enduring relevance. As AI-driven drug discovery accelerates, tools like DBTA will continue bridging the gap between theoretical stereochemistry and practical manufacturing.

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