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    250285-32-6

    Catalog No. EBD19928

    CAS 250285-32-6

    Name 1,3-bis(2,6-diisopropylphenyl)imidazolinium chloride

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    Basic Information

    Synonyms: 1,3-bis(2,6-diisopropylphenyl)imidazoliniumchloride 1,3-bis(2,6-di-1-propylphenyl)imidazoliumchloride IDip*HCl SIPr*HCl [IPrH]Cl IPr-HCl Ipr*hcl 1,3-Bis(2,6-diisopropylphenyl)imidazoliumchloride 1,3-bis[2,6-bis(1-methylethyl)phenyl]-1H-imidazol-3-ium 1,3-bis[2,6-bis(1-methylethyl)phenyl]-1H-imidazol-3-iumchloride 1,3-Bis(2,6-di-i-propylphenyl)imidazoliumchloride 1,3-bis(2,6-diisopropylphenyl)-1h-imidazoliumchloride 1,3-bis[2,6-bis(1-methylethyl)phenyl]-1h-imidazoliumchloride 1h-imidazolium,1,3-bis[2,6-bis(1-methylethyl)phenyl]-,chloride(9ci) 1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2h-imidazol-2-ylidenemonohydrochloride

    Molecular Formula: C27H37ClN2

    Molecular Weight: 425.05

    MDL Number: MFCD02684545

    Categories: Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > Optoelectronic Functional Compounds Synthetic Chemistry > Catalysts and Ligands > NHC Ligands

    Product Description:
    1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a prominent member of the N-heterocyclic carbene (NHC) precursor family. It serves as the chloride salt of the corresponding imidazolium cation, which is a stable and widely used precursor for generating the free NHC ligand upon deprotonation with a strong base. The bulky 2,6-diisopropylphenyl substituents on the nitrogen atoms provide significant steric bulk, which is crucial for stabilizing the resulting metal complexes and influencing their catalytic properties. Its primary and most significant application is in the field of materials science, particularly as a key precursor for synthesizing NHC-based metal complexes used in organic electronics. These complexes, especially those with metals like gold, copper, and iridium, are vital components in the development of organic light-emitting diodes (OLEDs) and other optoelectronic devices. The NHC ligands derived from this compound impart high stability and tunable electronic properties to the metal centers, enabling efficient phosphorescent emitters and charge-transport materials. Furthermore, this compound is a fundamental building block in organometallic chemistry and homogeneous catalysis. The NHC ligands generated from it are among the most important and versatile class of ligands, rivaling traditional phosphines. They form highly active and robust catalysts for a wide range of cross-coupling reactions (e.g., Suzuki, Heck), olefin metathesis, and other organic transformations. Its role as a precursor for both advanced materials and powerful catalysts underscores its dual importance in modern chemical research and industry.
    Physical Properties

    Melting Point: 278 °C (dec.)(lit.)

    Analytical Data

    Appearance: White, off-white or tan powder

    mg g kg ml l t