386-95-8

Basic information

• Product Name: bis-(4-fluoro-phenyl)-phenyl-methane
• CAS NO: 386-95-8
• Molecular Weight: 280.317
• Mol File: 386-95-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: bis-(4-fluoro-phenyl)-phenyl-methane(CAS DataBase Reference)
• NIST Chemistry Reference: bis-(4-fluoro-phenyl)-phenyl-methane(386-95-8)
• EPA Substance Registry System: bis-(4-fluoro-phenyl)-phenyl-methane(386-95-8)

Safety Data

• Hazardous Substances Data: 386-95-8(Hazardous Substances Data)

Upstream product

• 426-73-3 2,2-bis-(4-fluoro-phenyl)-1,2-diphenyl-ethanone 
• 379-55-5 bis(4-fluorophenyl)phenylmethanol 
• 1359298-96-6 C₁₉H₁₃F₂⁽¹⁺⁾*BF₄^(1-) 
• 587-79-1 4-fluorodiphenylmethane 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 100-58-3 phenylmagnesium bromide 
• 289656-82-2 bis(4-fluorophenyl)phenylacetonitrile 
• 345-92-6 4,4'-Difluorobenzophenone 
• 352-13-6 4-flourophenylmagnesium bromide 
• 93-58-3 benzoic acid methyl ester 

Relevant articles and documents

Additive effects on palladium-catalyzed deprotonative-cross-coupling processes (DCCP) of sp3 C-H bonds in diarylmethanes

Palladium-catalyzed cross-coupling reactions have become one of the most useful tools in modern organic chemistry. Current methods to achieve direct functionalization of sp3 C-H bonds of arenes and heteroarenes often employ substrates with appropriately placed directing groups to enable reactivity. Examples of intermolecular arylation methods of weakly acidic sp3 C-H bonds in the absence of directing groups, however, are still limited. We describe herein a study on the use of additives in Pd-catalyzed deprotonative-cross-coupling processes (DCCP) of sp3 C-H bonds of diarylmethanes with aryl bromides at room temperature. These studies resulted in development of four new efficient Pd-catalyzed DCCP using additives that enabled the generation of a range of sterically and electronically diverse aryl- and heteroaryl containing triarylmethanes in good to excellent yields. Additive identification and optimization of all reaction conditions (additive loading, solvent and temperature) were performed using high-throughput experimentation (HTE). The approach outlined herein is expected to be generalizable to other C-H functionalization reactions involving the deprotonation of weakly acidic C-H bonds. The Royal Society of Chemistry 2013.

Process development and optimization for production of a potassium ion channel blocker, ICA-17043

A scalable process for the manufacture of a potassium ion channel blocker was developed and optimized. Key features of the process include an optimized Grignard reaction, a direct cyanation of the intermediate trityl alcohol derivative, and an improved nitrile hydrolysis protocol, relative to the original acidic hydrolysis conditions, to generate the crude active pharmaceutical ingredient (API) with >95% HPLC purity. The Grignard and the cyanation reactions could be telescoped, resulting in an improved throughput compared to the original four-step process. An effective recrystallization of the API was also developed and the process scaled up to manufacture multiple batches at the pilot scale.