Dibenzoyl-L-Tartaric Acid Anhydrous CAS 2743-38-6

Introduction to Dibenzoyl-L-Tartaric Acid Anhydrous

Dibenzoyl-L-Tartaric Acid Anhydrous is built on an L-tartaric acid backbone esterified with two benzoyl groups, with zero coordinated water molecules in its crystal lattice. This anhydrous structure elevates melting point and alters solubility kinetics in organic media. It appears as a free-flowing white crystalline powder at room temperature, soluble in hot ethanol and ethyl acetate and insoluble in cold water.

Process chemists leverage its distinct solubility gap between hot and cold alcoholic solvents to drive fractional crystallization of diastereomeric salts. The anhydrous form ensures fixed molecular weight, avoiding stoichiometric deviation and ee value loss caused by variable hydration in standard grades.

Dibenzoyl-L-Tartaric Acid Anhydrous Chemical & Physical Properties

Applications of Dibenzoyl-L-Tartaric Acid Anhydrous

Racemic amine resolution: The steric bulk of benzoyl groups separates matched and mismatched diastereomeric salts into distinct crystal lattices. Dissolved in hot anhydrous ethanol and mixed with racemic amines at strict 1:1 molar ratio, slow cooling nucleates the target enantiomer salt as clean prisms, leaving the unwanted isomer in mother liquor.

Mother liquor recovery: Filtrate retains excess resolving agent and unwanted enantiomer. pH adjustment with dilute acid or alkali liberates free amine, which is extracted with ethyl acetate. Recovered DBTA is recrystallized from ethanol/water mixture for reuse in subsequent resolution cycles.

Optical purity analysis: Used as a chiral derivatizing agent for determining enantiomeric purity of amine intermediates and API compounds via HPLC and polarimetric methods.

Storage & Safety Precautions for Dibenzoyl-L-Tartaric Acid Anhydrous

• Store drums sealed in a climate-controlled warehouse below 25 °C with relative humidity under 40%. The material is highly hygroscopic and converts to monohydrate form on air exposure, causing surface tackiness and molecular weight shift.
• Weigh material inside a dry-box or glovebag. Prolonged open-air weighing introduces enough moisture to shift effective molecular weight and ruin stoichiometric calculations for large API batches.
• Wear N95 respirators, sealed safety goggles and nitrile gloves when handling powder. Fine dust causes mechanical irritation to cornea and respiratory tract. Avoid prolonged dust exposure.

Dibenzoyl-L-Tartaric Acid Anhydrous FAQ

Q: Why select anhydrous DBTA for API manufacturing?

A: It carries zero lattice water for a fixed 358.30 g/mol molecular weight, preventing stoichiometric drift and ee collapse caused by variable moisture uptake in GMP production.

Q: How should anhydrous DBTA be stored on site?

A: Store sealed below 25 °C and under 40% RH. Weigh inside a dry-box to prevent moisture uptake and preserve anhydrous integrity.

Q: Which solvent system works best for anhydrous DBTA resolution?

A: Hot anhydrous ethanol or ethyl acetate dissolves it cleanly. Slow cooling at 0.3–0.5 °C/min yields sharp diastereomeric salt crystals; exclude water to prevent precipitation and filter blinding.