TCI
1,3-Diisopropylimidazolium Tetrafluoroborate TCI D3623
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Description
TCI D3623 1,3-Diisopropylimidazolium Tetrafluoroborate is an imidazolium salt that serves as a precursor to an unsaturated N-heterocyclic carbene (NHC) ligand bearing two isopropyl groups, commonly abbreviated as the IiPr precursor. It rounds out a laboratory's collection of NHC precursors by offering a simple alkyl substituent option on an unsaturated ring backbone. In practice, researchers use this material to generate the free carbene by deprotonation, to form complexes with a range of transition metals, and as a research input in ionic liquid chemistry and organocatalysis.
The key characteristic behind its selection is the combination of an unsaturated imidazolium ring with moderately sized isopropyl substituents. The unsaturated ring lends additional stability to the carbene that forms, through electron delocalization, while the isopropyl groups contribute electron density without creating excessive steric hindrance, so substrates can still approach the metal center freely. The weakly coordinating tetrafluoroborate anion does not compete for coordination sites on the metal, which makes complex formation cleaner, and it also provides good solubility in polar organic solvents.
As a catalysis research reagent, this compound suits Indonesian university and institutional laboratories working on transition metal complexes, ligand design, and homogeneous catalysis. It is typically drawn on in synthesis groups preparing metal-NHC catalysts in-house, in graduate research on coordination chemistry, and in laboratories exploring ionic liquid media. Because it is used on a reagent scale, it fits research programs that need reliable NHC precursor supply rather than bulk process quantities.
Laboratory Applications
- Free carbene generation by deprotonation: the unsaturated imidazolium ring stabilizes the resulting carbene through electron delocalization, giving a workable species for further reaction.
- Transition metal complex synthesis: the weakly coordinating tetrafluoroborate anion stays out of the metal's coordination sphere, so metal-NHC complexes form more cleanly with fewer competing species.
- Homogeneous catalyst preparation: moderate isopropyl steric bulk leaves the metal center accessible to substrates while still donating the electron density that catalytic activity depends on.
- Ionic liquid chemistry research: as an imidazolium salt with a tetrafluoroborate counter-ion, it is a natural research input for studies on ionic liquid behavior and polar organic media.
- Organocatalysis studies: the compound serves directly as a research material where an imidazolium-derived carbene is investigated as a metal-free catalytic species in organic transformations.
Specifications
- Brand: TCI
- CAS number: 286014-34-4
- Category: Chemistry > Catalysis and Inorganic Chemistry > Carbon-Donor Ligands [Catalysis]
- Product code: D3623
- Pack sizes: available in TCI research-scale reagent packs; please confirm the size options when ordering
- Storage: keep in the tightly closed original container, protected from moisture
Handling and Storage
Store the product in its original tightly closed container in a cool, dry place, away from moisture and from direct sunlight. As an imidazolium salt intended for carbene generation, it should be protected from humidity during handling; weighing and transfer in a dry environment, such as a glove box or under an inert atmosphere, helps preserve quality where the downstream chemistry is moisture sensitive. Use glass or other chemically compatible containers and clean, dry spatulas. Handle in a fume hood while wearing safety glasses, gloves, and a laboratory coat, keep the container closed when not in use, and consult the manufacturer's safety data sheet before use and for waste disposal.
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