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Description
TCI C3006 4-Chloro-D-mandelic Acid, CAS number 32189-36-9, is a chiral α-hydroxy carboxylic acid that carries both a hydroxyl group and a carboxylate group on the same carbon atom, together with a chlorine-substituted phenyl ring. As a mandelic acid derivative with a defined D configuration, this compound is widely used in the laboratory as a chiral building block and as a resolving agent for racemic mixtures. The presence of a single, clearly defined stereogenic centre makes it practical for controlling stereochemistry during synthesis, while also making it useful in analytical work concerned with determining the enantiomeric purity of a material.
The property that makes this compound stand out is the combination of a carboxylic acid group and a secondary alcohol on one chiral carbon. The carboxylate group allows the formation of diastereomeric salts with racemic amines, and because the two salts differ in solubility, separation can be achieved through simple but effective fractional crystallisation. The hydroxyl group can be esterified, protected, or converted into a leaving group for further transformations. The chlorine substituent on the aromatic ring increases the tendency of the compound to form well-defined crystals, which supports reliable handling and reproducible results.
In Indonesian laboratories, this material is typically used in organic synthesis groups, pharmaceutical research units, and analytical laboratories that work with chiral compounds. It is commonly applied where a defined enantiomer must be prepared or where the enantiomeric composition of a sample has to be established. Because it is supplied as a TCI reagent, it is generally selected for work that requires a consistent and well-characterised chiral starting material rather than for bulk production purposes.
Laboratory Applications
- Resolution of racemic amines: the carboxylate group forms diastereomeric salts whose differing solubilities allow separation of enantiomers by straightforward fractional crystallisation procedures.
- Chiral building block in organic synthesis: the single defined stereogenic centre lets researchers transfer known stereochemistry into more complex target molecules during multi-step preparations.
- Determination of enantiomeric purity: the compound serves as a reference material in analytical work aimed at establishing the enantiomeric composition of chiral samples.
- Derivatisation chemistry: the secondary hydroxyl group can be esterified, protected, or converted into a leaving group, giving access to a wide range of downstream transformations.
- Pharmaceutical research and development studies: the defined D configuration supports investigations where the biological or chemical behaviour of a specific enantiomer must be examined separately.
Specifications
- Brand: TCI
- CAS Number: 32189-36-9
- Category: TCI
- Product Code: C3006
- Chemical Class: chiral α-hydroxy carboxylic acid (mandelic acid derivative, D configuration)
- Pack Sizes: available in standard TCI laboratory packaging; please confirm the sizes offered for this catalogue item
- Storage: keep in a tightly closed container, protected from moisture
Handling and Storage
Store the container tightly closed in a cool, dry, and well-ventilated area, away from moisture and from direct sunlight or other heat sources. Original manufacturer packaging or a chemically compatible, clearly labelled container should be used, and the closure should be resealed immediately after each use to limit exposure to humid air. Handle the material in a fume hood or a well-ventilated workspace, and wear standard laboratory personal protective equipment including a laboratory coat, safety goggles, and suitable chemical-resistant gloves. Avoid generating dust, avoid contact with skin and eyes, and keep the compound separated from strong bases and strong oxidising agents. Weighing and transfer operations should follow the institution's standard operating procedures, and all waste must be collected and disposed of according to applicable laboratory waste regulations. Always consult the manufacturer's safety data sheet before use.
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