3-Neopentyl-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium Perchlorate TCI D5930

Name: TCI D5930 2459632-56-3 3-Neopentyl-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium Perchlorate
Brand: TCI
SKU: TCI2510D593026919
Price: 3246600.0 IDR
Availability: InStock

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Berat 1g 5g

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Description

TCI D5930, CAS 2459632-56-3, is 3-Neopentyl-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium Perchlorate, a thiazolium salt that functions as a carbon-donor ligand precursor — specifically, a thiazole-based N-heterocyclic carbene precursor. The thiazolium cation in this compound can be deprotonated by a suitable base to generate the highly useful free carbene, which serves either as an organocatalyst or as a strong ligand for transition metals. In the laboratory, this material is a practical entry point for researchers who want to exploit N-heterocyclic carbene chemistry without having to handle free carbenes, which are not stable in storage.

The property that makes this compound attractive is the combination of a thiazole core with a fused hydrogenated cycloheptane ring, together with a bulky, highly branched neopentyl substituent. That combination produces a distinctive steric environment around the carbene centre, a factor that strongly governs selectivity in organocatalysis as well as the stability of the metal complexes that are formed. The sulfur-containing thiazole core also gives electronic character different from the more common imidazolium systems, making this compound a valuable tool for tuning catalyst behaviour beyond what standard imidazolium precursors allow.

In Indonesian laboratories, this material is typically used in university and institutional research groups working on synthetic organic chemistry, organocatalysis, and organometallic chemistry. Because it is supplied as a stable, storable salt rather than a reactive free carbene, it fits well into research settings where glovebox capacity is limited and where reagents must be kept on the shelf between experiments. It is generally ordered for method development and mechanistic studies rather than for routine analytical work.

Laboratory Applications

N-Heterocyclic carbene generation: deprotonation of the thiazolium cation with a suitable base releases the free carbene in situ, avoiding the need to store an unstable carbene species.
Organocatalysis: the thiazolium-derived carbene acts directly as an organocatalyst, with the bulky neopentyl group providing the steric environment that controls selectivity in the catalytic step.
Transition-metal complex synthesis: the carbene generated from this salt binds transition metals as a strong donor ligand, giving complexes whose stability is influenced by the fused cycloheptane ring.
Ligand steric and electronic tuning studies: the sulfur-containing thiazole core offers electronic character distinct from imidazolium precursors, letting researchers systematically compare donor properties across ligand families.
Methodology and mechanistic research: the compound serves as a defined, reproducible carbene source for studies exploring how substituent bulk and ring fusion affect catalytic outcomes.

Specifications

Brand: TCI
CAS number: 2459632-56-3
Chemical name: 3-Neopentyl-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium Perchlorate
Category: Chemistry > Catalysis and Inorganic Chemistry > Carbon-Donor Ligands [Catalysis]
Pack sizes: available in the standard TCI research-scale pack sizes; please confirm the current option when ordering
Storage: keep in the tightly closed original container, stored cool and dry

Handling and Storage

Store the material in its tightly closed original container in a cool, dry place, away from moisture, heat, and sources of ignition. Amber glass or the supplier's original packaging is suitable; keep the container sealed between uses so the salt does not pick up atmospheric moisture, which can compromise subsequent carbene generation. Handle in a fume hood using safety glasses, gloves, and a laboratory coat. As a perchlorate salt, it should be kept away from strong reducing agents, combustible materials, and strong bases outside the intended reaction. Consult the manufacturer's safety data sheet before use and dispose of residues through the laboratory's chemical waste route.