TCI
(1alpha,3alpha,5alpha)-1,3,5-Cyclohexanetricarboxylic Acid TCI C2063
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Description
TCI C2063 is (1alpha,3alpha,5alpha)-1,3,5-Cyclohexanetricarboxylic Acid, an alicyclic tricarboxylic acid bearing three carboxyl groups arranged alternately at positions 1, 3, and 5 of the cyclohexane ring, all oriented toward the same face of the ring. This arrangement produces a molecule with highly distinctive three-fold symmetry, which has made the compound one of the most widely used building blocks in supramolecular chemistry and crystal engineering. In the laboratory it serves as a three-directional connector that links metal centres or other organic units into two-dimensional and three-dimensional networks.
The property that makes this material such a frequent choice is its cis,cis-1,3,5 geometry, which forces all three carboxyl groups to occupy equatorial positions in the chair conformation, so that the directions of bonding become ordered and predictable. It is this regularity that makes the compound the aliphatic analogue of trimesic acid, but built on a flexible, saturated framework rather than a rigid aromatic plane. That flexibility allows network topologies and pore shapes to form that cannot be reached with flat ligands. The three acid groups are also readily deprotonated in a stepwise manner, giving further control over how the linker binds.
In Indonesian laboratories, this building block is typically encountered in university research groups and institutional materials-chemistry facilities working on coordination polymers, framework materials, and supramolecular assemblies. It is normally handled at the bench scale during ligand preparation and solvothermal synthesis, weighed out as a solid starting material and combined with metal salts or organic partners. Research and teaching laboratories also use it in synthetic organic chemistry work where a symmetric, multi-functional carboxylic acid scaffold is required.
Laboratory Applications
- Coordination polymer and framework synthesis: the three-fold symmetric carboxyl arrangement acts as a tritopic linker that ties metal centres into extended two- and three-dimensional networks with predictable connectivity.
- Crystal engineering studies: the fixed cis,cis-1,3,5 geometry gives ordered, predictable bonding directions, allowing researchers to design and rationalise packing arrangements and hydrogen-bonded assemblies with confidence.
- Supramolecular chemistry research: as one of the most popular building blocks in this field, it assembles metal centres and organic units into higher-order structures through its three convergent acid groups.
- Porous material design: its flexible saturated framework, unlike rigid aromatic ligands, allows access to network topologies and pore shapes that planar linkers such as trimesic acid cannot achieve.
- Stepwise coordination chemistry experiments: the three acid groups deprotonate progressively, letting researchers tune charge and binding mode of the ligand across different reaction conditions.
Specifications
- Brand: TCI
- CAS Number: 16526-68-4
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Chemical name: (1alpha,3alpha,5alpha)-1,3,5-Cyclohexanetricarboxylic Acid
- Pack sizes: available in the pack sizes offered for this catalogue item; please refer to the current listing
- Storage: keep in a tightly closed container in a cool, dry place
Handling and Storage
Store this material in its original tightly closed container in a cool, dry, well-ventilated area, away from moisture and incompatible substances such as strong bases and strong oxidising agents. Use clean, dry glass or chemically compatible plastic containers when transferring or subdividing the solid, and reseal promptly to limit moisture uptake. Handle in a fume hood or well-ventilated workspace, and wear standard laboratory personal protective equipment including safety glasses, gloves, and a laboratory coat. Avoid raising dust during weighing, and clean spills promptly using dry collection methods. Always consult the manufacturer's safety data sheet before use.
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