1178555-38-8

Basic information

• Product Name: 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene boryl
• Synonyms: 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene boryl
• CAS NO: 1178555-38-8
• Molecular Weight: 401.423
• Mol File: 1178555-38-8.mol

Chemical Properties

• CAS DataBase Reference: 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene boryl(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene boryl(1178555-38-8)
• EPA Substance Registry System: 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene boryl(1178555-38-8)

Safety Data

• Hazardous Substances Data: 1178555-38-8(Hazardous Substances Data)

Upstream product

• 244187-81-3 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene 
• 1312175-74-8 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene (2-methylpropyl)borane complex 
• 1261298-07-0 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene n-butyl borane complex 
• 1211417-86-5 [(C₆H₃(i-Pr)2)2C₃H₂N₂]BH₂CMe₂CHMe₂ 
• 956972-12-6 1,3-bis(2,6-diiopropylphenyl)imidazol-2-ylidene borane 

Downstream Products

• 4750-61-2 N-(p-chlorobenzyl)aniline 

Relevant articles and documents

Electron paramagnetic resonance and computational studies of radicals derived from boron-substituted N-heterocyclic carbene boranes

Fifteen second-generation NHC-ligated boranes with aryl and alkyl substituents on boron were prepared, and their radical chemistry was explored by electron paramagnetic resonance (EPR) spectroscopy and calculations. Hydrogen atom abstraction from NHC - BH

EPR studies of the generation, structure, and reactivity of n-heterocyclic carbene borane radicals

N-Heterocyclic carbene boranes (NHC-boranes) are a new "clean" class of reagents suitable for reductive radical chain transformations. Their structures are well suited for their reactivity to be tuned by inclusion of different NHC ring units and by approp

N-heterocyclic carbene boryl radicals: A new class of boron-centered radical

Reduction of xanthates by N-heterocyclic carbene boranes (NHC-boranes) has been suggested to occur by a radical chain mechanism involving heretofore unknown NHC-boryl radicals. In support of this suggestion, both the expected borane dithiocarbonate product and an unexpected borane xanthate product have now been isolated. These are the first NHC-boranes with boron-sulfur bonds, and their structures have been secured by spectroscopic and crystallographic means. The first rate constants for H-atom transfer from an NHC borane complex were determined by using the ring opening of a substituted cyclobutylcarbinyl radical as a clock reaction. The rate constant for reaction of the NHC-borane with a secondary alkyl radical at ambient temperature is 4 × 104 M-1 s-1, and the Arrhenius function displayed an entropic term (log A term) that was typical for a bimolecular reaction. The B-H bond dissociation energy of an NHC-borane complex has been estimated at 88 kcal/mol. The putative NHC-boryl radical in these transformations has been detected by EPR spectroscopy. Spectral analysis suggests that it is a π-radical, analogous to the benzyl radical.