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CAS: 131042-78-9
SKU: S2782
1,3-Bis(1-Adamantyl)imidazolium chloride | SKU: S2782
Synonyms: 1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium chloride
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1,3-Bis(1-adamantyl)imidazolium Chloride (IAd·HCl) is a bulky N-heterocyclic carbene (NHC) precursor salt that Sarchem Labs supplies as a white solid for catalysis research and specialty organometallic synthesis. Its sterically demanding adamantyl groups make it a valued ligand precursor for generating highly selective transition-metal catalysts. Every lot ships with a Certificate of Analysis and Safety Data Sheet.
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Specifications

Linear FormulaC23H33N2Cl
Physical FormSolid
Molecular Weight372.98 g/mol
CAS Number131042-78-9
Storage TemperatureDark place, inert atmosphere, room temperature
InChIKeyPGYYVTILCOIEOP-UHFFFAOYSA-M

Applications

N-heterocyclic carbene (NHC) ligand precursor for transition-metal catalyst manufacturing
Homogeneous catalysis research (cross-coupling, olefin metathesis-adjacent chemistry)
Specialty organometallic synthesis

Product Description

What is 1,3-Bis(1-adamantyl)imidazolium Chloride?

This compound is an imidazolium salt bearing two bulky adamantyl (tricyclic hydrocarbon cage) substituents on its nitrogen atoms. Deprotonation of this salt generates a free N-heterocyclic carbene (NHC) — IAd — whose exceptional steric bulk and electron-donating character make it a valuable ligand for constructing highly active and selective transition-metal catalysts.

Uses of 1,3-Bis(1-adamantyl)imidazolium Chloride

This salt’s primary use is as a shelf-stable precursor to the free NHC ligand IAd, generated in situ for coordination to metal centers (commonly palladium, nickel, or gold) in catalysis research. NHC-metal complexes built from this ligand are studied for cross-coupling and other homogeneous catalytic transformations where steric bulk improves selectivity.

Safety Information

  • Signal Word: Warning | Hazard Statements: H302 (Harmful if swallowed), H315 (Skin irritation), H319 (Serious eye irritation), H335 (May cause respiratory irritation)
  • PPE: Eyeshields, gloves, dust mask

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FAQs: 1,3-Bis(1-Adamantyl)imidazolium chloride

Mainly as a precursor to the bulky N-heterocyclic carbene (NHC) ligand IAd, used in transition-metal catalyst research for cross-coupling and related reactions.

An N-heterocyclic carbene — a class of strongly electron-donating ligands widely used in modern homogeneous catalysis, often outperforming traditional phosphine ligands in selectivity and activity.

C23H33N2Cl, molecular weight 372.98 g/mol.

Yes, for every lot (SKU S2782).