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Description
TCI D3794 trans-2,5-Dichlorocinnamic Acid is a cinnamic acid derivative whose phenyl ring carries chlorine atoms at the 2 and 5 positions, with the double bond configuration defined as trans. As a non-heterocyclic building block, this compound combines three useful structural elements at once: a carboxylic acid group, a conjugated double bond, and a halogenated aromatic ring. Its role in the laboratory covers the supply of a ready-to-use cinnamate framework for amide and ester synthesis, the construction of ligands for coordination chemistry, and service as a test material in photochemistry and organic materials research.
The characteristic that makes this compound a preferred choice is the conjugated system linking the aromatic ring, the double bond, and the carbonyl group, which produces a distinctive ultraviolet absorption profile together with attractive reactivity in addition reactions, selective reduction, and cycloaddition. The defined trans configuration is especially valuable because double bond geometry strongly determines the shape of the final molecule, the crystal packing, and the outcome of stereoselective reactions, so researchers do not need to separate isomer mixtures. The two chlorine atoms withdraw electrons from the ring, influencing the acidity of the carboxylic acid group and the electronic behaviour of the whole system.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic synthesis, medicinal chemistry precursors, coordination compounds, and organic materials. It is generally ordered in research quantities for multi-step synthetic routes, where a defined stereochemistry starting material shortens the work by removing the need for isomer separation. Analytical and photochemistry groups also draw on it as a reference substrate when studying conjugated systems and ultraviolet absorption behaviour.
Laboratory Applications
- Amide and ester synthesis — the free carboxylic acid group provides a direct handle for coupling reactions, giving a ready-made cinnamate framework without additional functional group preparation steps.
- Ligand preparation for coordination chemistry — the carboxylate function and the halogenated aromatic ring together allow construction of ligands whose electronic character can be tuned through the chlorine substituents.
- Photochemistry research — the conjugated system spanning the aromatic ring, double bond, and carbonyl group produces a distinctive ultraviolet absorption profile suitable for photochemical study and reference work.
- Organic materials research — the defined trans geometry governs molecular shape and crystal packing, which makes the compound a useful test substrate for material behaviour investigations.
- Stereoselective reaction studies — the fixed trans double bond configuration supports addition, selective reduction, and cycloaddition work where the geometry of the starting alkene determines the reaction outcome.
Specifications
- Brand: TCI
- CAS number: 20595-47-5
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Product code: D3794
- Compound class: substituted cinnamic acid derivative, non-heterocyclic building block
- Pack sizes: available in standard TCI research pack sizes; please confirm the size required when ordering
Handling and Storage
Store the material in its original tightly closed container, kept in a cool, dry, and well ventilated area away from direct sunlight, heat sources, and incompatible reagents such as strong bases and strong oxidising agents. Keep the container closed when not in use to limit exposure to moisture and air. Handle in a fume hood using standard laboratory personal protective equipment, including gloves, safety glasses, and a laboratory coat, and avoid generating dust during weighing and transfer. Always consult the manufacturer's safety data sheet before use, and follow institutional procedures for chemical waste disposal.
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