1250377-17-3

Basic information

• Product Name: (1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium-2-yl)(phenyl)dihydroborate
• Synonyms: (1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium-2-yl)(phenyl)dihydroborate
• CAS NO: 1250377-17-3
• Molecular Weight: 478.529
• Mol File: 1250377-17-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium-2-yl)(phenyl)dihydroborate(CAS DataBase Reference)
• NIST Chemistry Reference: (1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium-2-yl)(phenyl)dihydroborate(1250377-17-3)
• EPA Substance Registry System: (1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium-2-yl)(phenyl)dihydroborate(1250377-17-3)

Safety Data

• Hazardous Substances Data: 1250377-17-3(Hazardous Substances Data)

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 956972-12-6 1,3-bis(2,6-diiopropylphenyl)imidazol-2-ylidene borane 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 

Downstream Products

• 1449235-87-3 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene difluoro(phenyl)borane 
• 1312175-55-5 (H₂C₂N₂(C₆H₃(CH(CH₃)2)2)2C)BHC₆H₅ 

Relevant articles and documents

Substitution reactions at tetracoordinate boron: Synthesis of N-heterocyclic carbene boranes with boron-heteroatom bonds

Boryl halide, carboxylate and sulfonate complexes of 1,3-bis(2,6- diisopropylphenyl)imidazol-2-ylidene (dipp-Imd-BH2X, X = halide or sulfonate) have been prepared from the parent borane dipp-Imd-BH3 by (1) substitution reactions with R-X (X = halide or sulfonate), (2) reactions with electrophiles (like I2 or NIS), or (3) acid/base reactions with HX (provided that HX has a pKa of about 2 or less). Dipp-Imd-BH 2I is most conveniently prepared by reaction with diiodine while dipp-Imd-BH2OTf is best prepared by reaction with triflic acid. These and other less reactive complexes behave as electrophiles and can be substituted by a wide range of heteroatom nucleophiles including halides, thiolates and other sulfur-based nucleophiles, isocyanate, azide, nitrite, and cyanide. The resulting products are remarkably stable, and many have been characterized by X-ray crystallography. Several are members of very rare classes of functionalized boron compounds (boron azide, nitro compound, nitrous ester, etc.).