1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene TCI B3465

Chemical Identity

Other names: IPr
CAS No.: 244187-81-3
PubChem: CID 11271730·SID 87561472
Formula: C27H36N2
Molecular weight: 388.6 g/mol
Purity: >98.0%(HPLC)(T)
Reference databases: ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 1,3-bis[2,6-di(propan-2-yl)phenyl]-2H-imidazol-1-ium-2-ide
SMILES: CC(C)C1=C(C(=CC=C1)C(C)C)N2C=C[N+](=[C-]2)C3=C(C=CC=C3C(C)C)C(C)C
InChIKey: VYCIHDBIKGRENI-UHFFFAOYSA-N

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1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene is a chemical compound widely used as a ligand in catalytic reactions. It plays a crucial role in laboratory settings by facilitating chemical transformations with high efficiency and selectivity. This compound is particularly valuable in transition metal catalysis, where its ability to form stable complexes with metals enhances reaction rates and reduces byproduct formation. Its unique chemical structure allows it to interact effectively with various metal centers, making it a versatile tool for synthetic chemists.

The compound is favored for its exceptional stability under reaction conditions and its strong binding affinity to transition metals. These properties ensure consistent performance in catalytic systems, even under challenging environments. Its imidazol-2-ylidene framework imparts unique electronic characteristics, enabling it to act as an effective electron donor in catalytic complexes. This makes it a preferred choice for researchers aiming to develop more efficient and environmentally friendly catalytic processes.

In Indonesian laboratories, 1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene is commonly used in both organic and inorganic chemistry research. It supports the development of novel catalytic methods, particularly in the synthesis of complex organic molecules. Its reliability and performance make it a key component in academic and industrial research settings, contributing to advancements in chemical science and technology.

TCI brochures (PDF)

N-Heterocyclic Carbene (NHC) Ligands and Metal Complexes 2026-02-10 · p. 1
Ligands 2025-12-01 · p. 8
Suzuki-Miyaura Cross Coupling Reaction 2025-12-01 · p. 26

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Organic synthesis applications benefit from this ligand's ability to enhance reaction efficiency and selectivity in complex molecule formation.
Inorganic chemistry research utilizes its strong metal-binding properties to create stable and active catalytic complexes.
Catalytic process development relies on its stability and effectiveness in various reaction conditions, improving overall yield.
Environmental chemistry studies use it to design greener catalytic systems that reduce waste and energy consumption.
Academic research in Indonesia frequently incorporates this compound to explore new catalytic mechanisms and reaction pathways.

Brand	TCI
CAS number	244187-81-3
Molecular formula	—
Purity	—
Category	Chemistry > Catalysis and Inorganic Chemistry > Carbon-Donor Ligands [Catalysis]
Pack sizes	Available in standard laboratory quantities as per supplier specifications
Physical form	Solid powder (as per standard product description)
Storage	Store in a cool, dry place away from moisture and direct sunlight

This compound should be stored in a cool, dry environment to maintain its stability and effectiveness. It is recommended to use airtight containers to prevent exposure to moisture and air, which could degrade its properties. Proper labeling of storage containers is essential for safety and traceability. Laboratory personnel should wear appropriate personal protective equipment when handling this material to minimize exposure. It should be kept away from incompatible substances to ensure safe storage conditions. Regular inspection of storage areas is advised to maintain optimal environmental conditions for the compound.

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