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Description
TCI H0077 trans-3-Hexenoic Acid is an unsaturated carboxylic acid built on a six-carbon chain, carrying a double bond in the trans configuration at the third position. Although the molecule itself is structurally simple, it holds considerable value in synthetic laboratories because it presents two functional handles that can be exploited either separately or in combination: the carboxyl group and the weakly conjugated double bond at the beta-gamma position. Having two reactive centres within such a compact framework makes it an efficient building block for assembling target molecules with controlled stereochemistry and chain length.
The characteristic that makes this reagent a frequent choice is the clarity of its geometric configuration. The trans arrangement gives the chain a straighter shape than the corresponding cis isomer, and this difference has a tangible influence on the outcome of addition, cyclisation, and rearrangement reactions. The carboxyl group is readily activated to the acid chloride, ester, or amide through standard procedures available in almost any organic laboratory, while the double bond remains open to hydrogenation, epoxidation, dihydroxylation, and metathesis reactions. Its liquid physical form makes it straightforward to withdraw with a micropipette.
In Indonesian laboratories, this compound is typically encountered in organic synthesis research groups at universities and in research institutes working on the preparation of intermediate compounds. Its role as a non-heterocyclic building block places it among the reagents drawn upon when a short unsaturated chain with a defined geometry is required as a starting framework. Handling in liquid form allows precise measurement on a small scale, which suits the working volumes common to teaching and research laboratories.
Laboratory Applications
Preparation of ester derivatives — the carboxyl group can be converted to esters through standard esterification procedures, giving access to a range of derivatives from a single, compact starting material.
Amide bond formation — activation of the carboxyl group to the acid chloride or a comparable intermediate allows coupling with amines, making the compound a convenient acyl donor in synthetic sequences.
Selective hydrogenation studies — the isolated double bond at the third position provides a defined site for catalytic reduction, useful when examining catalyst selectivity in the presence of a carboxyl group.
Epoxidation and dihydroxylation work — the trans double bond serves as a well-defined substrate for oxidative transformations where the geometry of the starting alkene governs the stereochemical outcome.
Olefin metathesis reactions — the terminal portion of the unsaturated chain can participate in metathesis, allowing chain extension or ring construction while the carboxyl group remains available for later modification.
Specifications
Brand: TCI
CAS Number: 1577-18-0
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Catalogue Number: H0077
Physical Form: liquid
Storage: store according to the conditions stated on the manufacturer's label and accompanying documentation
Handling and Storage
Store the container tightly closed in a cool, dry, and well-ventilated area, away from direct sunlight and sources of heat or ignition. Keep the material in its original manufacturer's container, or transfer it to a chemically compatible vessel with a secure closure when aliquoting. As a carboxylic acid, it should be kept apart from strong bases and strong oxidising agents. Handle within a fume hood and wear a laboratory coat, chemical-resistant gloves, and safety goggles. Because the product is a liquid, use a micropipette or a suitable dispensing device for measurement, and close the container promptly after each use. Always consult the Safety Data Sheet supplied by the manufacturer before handling.
