1049014-97-2

Basic information

• Product Name: 4-(2,5-dimethylbenzyl)-1,1'-biphenyl
• Synonyms: 4-(2,5-dimethylbenzyl)-1,1'-biphenyl
• CAS NO: 1049014-97-2
• Molecular Weight: 272.39
• Mol File: 1049014-97-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4-(2,5-dimethylbenzyl)-1,1'-biphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,5-dimethylbenzyl)-1,1'-biphenyl(1049014-97-2)
• EPA Substance Registry System: 4-(2,5-dimethylbenzyl)-1,1'-biphenyl(1049014-97-2)

Safety Data

• Hazardous Substances Data: 1049014-97-2(Hazardous Substances Data)

Upstream product

• 2567-29-5 p-phenylbenzyl bromide 
• 106-42-3 para-xylene 
• 398-36-7 1-phenyl-4-(trifluoromethyl)benzene 
• 3597-91-9 biphenyl-4-yl methanol 

Relevant articles and documents

Faster initiation in the Friedel-Crafts reaction of benzyl fluorides using trifluoroacetic acid as activator

We report that the addition of a catalytic amount of trifluoroacetic acid (TFA) shortens the induction period associated with the 1,1,1,3,3,3-hexafluoroisopropoanol (HFIP)-promoted Friedel-Crafts reaction of benzylic fluorides. This faster initiation is d

Cooperative Al-H Bond Activation in DIBAL-H: Catalytic Generation of an Alumenium-Ion-Like Lewis Acid for Hydrodefluorinative Friedel-Crafts Alkylation

The Ru-S bond in Ohki-Tatsumi complexes breaks oligomeric DIBAL-H structures into their more reactive monomer. That deaggregation is coupled to heterolytic Al-H bond activation at the Ru-S bond, formally splitting the Al-H linkage into hydride and an alumenium ion. The molecular structure of these Lewis pairs was established crystallographically, revealing an additional Ru-Al interaction next to the Ru-H and Al-S bonds. That bonding situation was further analyzed by quantum-chemical calculations and is best described as a three-center-two-electron (3c2e) donor-acceptor σ(Ru-H) → Al interaction. Despite the extra stabilization of the aluminum center by the interaction with both the sulfur atom and the Ru-H bond, the hydroalane adducts are found to be stronger Lewis acids and electrophiles than the free ruthenium catalyst and DIBAL-H in its different aggregation states. Hence, the DIBAL-H molecule and its Al-H bond are activated by the Ru-S bond, but these hydroalane adducts are not to be mistaken as sulfur-stabilized alumenium ions in a strict sense. The Ohki-Tatsumi complexes catalyze C(sp3)-F bond cleavage with DIBAL-H, and the catalytic setup is applied to hydrodefluorinative Friedel-Crafts alkylations. A broad range of CF3-substituted arenes is efficiently converted into unsymmetrical diarylmethanes with various arenes as nucleophiles. Computed fluoride-ion affinities (FIAs) of the hydroalane adducts as well as DIBAL-H in its aggregation states support this experimental finding.

Friedel-crafts reaction of benzyl fluorides: Selective activation of C-f bonds as enabled by hydrogen bonding

A Friedel-Crafts benzylation of arenes with benzyl fluorides has been developed. The reaction produces 1,1-diaryl alkanes in good yield under mild conditions without the need for a transition metal or a strong Lewis acid. A mechanism involving activation of the C-F bond through hydrogen bonding is proposed. This mode of activation enables the selective reaction of benzylic C-F bonds in the presence of other benzylic leaving groups.