503177-15-9

Basic information

• Product Name: 3-FLUORO[1,1'-BIPHENYL]-4-CARBONITRILE
• Synonyms: 3-FLUORO[1,1'-BIPHENYL]-4-CARBONITRILE;3-Fluoro-[1,1'-biphenyl]-4-carbonitrile95%
• CAS NO: 503177-15-9
• Molecular Formula: C₁₃H₈FN
• Molecular Weight: 197.21
• Mol File: 503177-15-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 78-80
• Appearance: /
• CAS DataBase Reference: 3-FLUORO[1,1'-BIPHENYL]-4-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FLUORO[1,1'-BIPHENYL]-4-CARBONITRILE(503177-15-9)
• EPA Substance Registry System: 3-FLUORO[1,1'-BIPHENYL]-4-CARBONITRILE(503177-15-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 503177-15-9(Hazardous Substances Data)

Upstream product

• 3939-09-1 2,4-difluorobenzonitrile 
• 100-47-0 benzonitrile 
• 105942-08-3 4-bromo-6-fluorobenzonitrile 
• 98-80-6 phenylboronic acid 

Downstream Products

• 159018-81-2 C₁₄H₁₂N₄ 
• 1269406-85-0 1,1-dimethylethyl ((1S)-2-{[(3S)-1-(4-cyano-3-biphenylyl)-3-pyrrolidinyl]amino}-1-methyl-2-oxoethyl)carbamate 
• 1269406-84-9 3-[(3S)-3-amino-1-pyrrolidinyl]-4-biphenylcarbonitrile hydrochloride 
• 1269408-23-2 N₁-[(3S)-1-(4-cyano-3-biphenylyl)-3-pyrrolidinyl]-L-alaninamide hydrochloride 
• 1269406-83-8 1,1-dimethylethyl [(3S)-1-(4-cyano-3-biphenylyl)-3-pyrrolidinyl]carbamate 
• 268734-42-5 6-phenyl-3-amino-1,2-benzisoxazole 

Relevant articles and documents

From the grafting of NHC-based Pd(II) complexes onto TiO2 to the in situ generation of Mott-Schottky heterojunctions: The boosting effect in the Suzuki-Miyaura reaction. Do the evolved Pd NPs act as reservoirs?

The assumption that the real active species involved in the Suzuki-Miyaura reaction are homogeneous, heterogeneous or both is often proposed. However a lack of characterization of the true catalytic entities and their monitoring makes assumptions somewhat elusive. Here, with the aim of getting new insights into the formation of active species in the Suzuki-Miyaura reaction, a family of palladium(II) complexes bearing bis(NHC) ligands was synthesized for immobilization at the surface of TiO2. The studies reveal that once the complexes are anchored onto TiO2, the mechanism governing the catalytic reaction is different from that observed for the non-anchored complexes. All complexes evolved to Pd NPs at the surface of TiO2 under reaction conditions and released Pd species in the liquid phase. Also, this reactivity was boosted by the in situ generation of Mott-Schottky heterojunctions, opening new routes towards the design of heterogenized catalysts for their further implementation in reverse-flow reactors.

Radical Anions of Aromatic Carbonitriles as Reagents for Arylation of Fluorinated Benzonitriles

The first example of phenylation of fluorobenzonitriles with the sodium salt of a benzonitrile radical anion in liquid ammonia is presented. The reaction regioselectivity corresponds to the ortho- and para-fluorine atom substitution in fluorobenzonitrile with the phenyl moiety of the benzonitrile radical anion and affords 2- and 4-cyanobiphenyls in 40-90% yields. 3-Methoxybenzonitrile as well as 1-cyanonaphthalene radical anions were also successfully subjected to this interaction forming 3′-methoxycyanobiphenyls and (1-naphthyl)benzonitriles, respectively. The radical anion acts as an ipso-C-nucleophile with consequent loss of the cyano group. The revealed new type of radical anion reactivity opens up the prospect of developing a general approach to fluorinated cyanobisarenes on the basis of an interaction of the cyanoarene radical anion with fluorinated substrates activated to aromatic nucleophilic substitution.

CATHEPSIN C INHIBITORS

Disclosed are 3-aminopyrrolidines of Formula (I) having pharmacological activity, pharmaceutical compositions containing them, and methods for the treatment of diseases mediated by the cathepsin C enzyme such as chronic obstructive pulmonary disease.