1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene

1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene

Product Name: 1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene

CAS No.: 258278-28-3

EINECS No.: N/A

Molecular Formula: C27H38N2

Molecular Weight: 390.611

Appearance: White Powder

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1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene Detailed Description

Product Name: 1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene

Other Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium-2-ide; SIPr

CAS No.: 258278-28-3

Chemical Structure:

1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene Application:

1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene, commonly known as a stable N-heterocyclic carbene (NHC) ligand, is an organocatalytic compound widely utilized in coordination and organometallic chemistry. Its unique steric bulk, arising from the diisopropylphenyl substituents, provides strong σ-donating properties and high thermal stability, making it one of the most effective ligands for metal complex formation. The imidazolidin-2-ylidene core offers electronic and steric control that enhances catalytic activity and selectivity across numerous synthetic transformations. This compound is integral to the design of homogeneous catalysts and has found widespread use in academic research and industrial-scale reactions requiring robust and tunable catalyst systems. Applications:

  1. Catalyst Ligand for Metal Complexes – It serves as a key NHC ligand in forming transition metal complexes, including palladium, ruthenium, and nickel catalysts. These complexes are essential for carbon–carbon coupling, hydrogenation, metathesis, and cross-coupling reactions, delivering excellent catalytic stability and turnover efficiency.

  2. Organometallic and Synthetic Research – Extensively used in organometallic synthesis and coordination studies, this compound enables precise control of metal center environments. Researchers value it for generating air-stable, highly active catalyst systems for laboratory-scale and pilot chemical reactions.

  3. Pharmaceutical and Fine Chemical Manufacturing – Through its catalytic function, it contributes to the scalable synthesis of pharmaceutical intermediates, fine chemicals, and specialty materials. Its strong electron-donating ability ensures consistent reaction performance, improving yields and reducing by-products in complex molecule synthesis.

As an advanced NHC compound, 1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene combines high chemical stability, predictable reactivity, and broad compatibility with transition metals. It is an indispensable building block for catalyst development and modern organometallic chemistry, supporting innovation in both research and industrial production.

1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene Packaging and Shipping:

Packaging: 1g/ bag, 10g/ bag, 1kg/ bag or as customer’s required.

Shipping : DHL/ FedEx/ Air shipping

1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene Storage:

Please store in a well ventilated, dry place at 2-8 ℃ and avoid direct sunlight. When not in use, keep the container tightly closed. For long-term storage, keep it under -20℃.

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