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Description
1,3-Dicyclohexylimidazolium Tetrafluoroborate from TCI with CAS number 286014-38-8 is an imidazolium salt bearing two cyclohexyl groups on the nitrogen atoms and a tetrafluoroborate anion as the counter ion. The compound belongs to the carbon-donor ligand category and serves in the laboratory as a precursor to N-heterocyclic carbenes, or NHCs. When treated with a suitable base, the proton at the position between the two nitrogen atoms is removed and a free carbene is generated, ready to coordinate strongly with transition metals to give stable and active catalysts and organometallic complexes.
The property that makes this material a preferred choice is the ease with which it can be handled. As a solid salt, the compound is far more stable in air than the free carbene or many phosphine ligands, so storage and weighing become practical operations that do not demand specialized inert-atmosphere technique at every step. The two cyclohexyl groups provide intermediate steric bulk together with electron-donating character, a combination that helps stabilize the metal center while still allowing product release during the catalytic cycle. The tetrafluoroborate anion is weakly coordinating and therefore does not interfere with the active site of the metal. NHC ligands also form strong metal–carbon bonds, which imparts durability to the resulting complexes.
In Indonesian laboratories, this salt is typically used in university and institutional research groups working on homogeneous catalysis, organometallic synthesis, and organic methodology development. It is weighed out as the ligand precursor, deprotonated in situ, and combined with a transition metal source to build the catalyst required for a coupling or transformation study. Because it is a bench-stable solid, it fits well into shared laboratory settings where reagents are stored for extended periods and used across several research projects.
Laboratory Applications
N-Heterocyclic carbene generation: the imidazolium proton is removed with a suitable base to release a free carbene, making this salt a direct and convenient entry point to NHC chemistry.
Transition metal catalyst preparation: the carbene formed from this salt coordinates strongly with transition metals, allowing researchers to assemble catalysts that remain stable and active under working conditions.
Organometallic complex synthesis: the strong metal–carbon bond characteristic of NHC ligands gives the resulting complexes durability, which suits systematic studies of structure and reactivity in organometallic research.
Homogeneous catalysis method development: the intermediate steric bulk of the two cyclohexyl groups stabilizes the metal center while still permitting product release, supporting ligand screening across catalytic cycles.
Ligand comparison studies against phosphines: because this solid salt is far more stable in air than many phosphine ligands, it is well suited to side-by-side evaluations of ligand class and handling behavior.
Pack sizes: available in standard TCI catalog packaging; please confirm the size required when ordering
Storage note: keep in a closed container in a dry place, away from moisture and bases
Handling and Storage
Store the material in its original tightly closed container in a cool, dry, and well-ventilated place, protected from moisture. Glass or other chemically compatible containers with secure closures are appropriate, and the container should be resealed promptly after each weighing so that atmospheric humidity is not drawn into the solid. Weigh and transfer the salt in a fume hood or a well-ventilated work area, wearing safety glasses, gloves, and a laboratory coat. Avoid contact with skin and eyes and avoid generating or inhaling dust. Keep it separate from bases, since deprotonation is exactly the reaction that generates the reactive free carbene. Consult the manufacturer's safety data sheet before use and follow institutional waste disposal procedures.
