25468-86-4

Basic information

• Product Name: Benzenepropanenitrile, 4-fluoro-
• Synonyms: Benzenepropanenitrile, 4-fluoro-;4-fluoroBenzenepropanenitrile;3-(4-fluorophenyl)propanenitrile
• CAS NO: 25468-86-4
• Molecular Formula: C₉H₈FN
• Molecular Weight: 149
• Mol File: 25468-86-4.mol
• Article Data: 20

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenepropanenitrile, 4-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanenitrile, 4-fluoro-(25468-86-4)
• EPA Substance Registry System: Benzenepropanenitrile, 4-fluoro-(25468-86-4)

Safety Data

• Hazardous Substances Data: 25468-86-4(Hazardous Substances Data)

Usage

General Description

Benzenepropanenitrile, 4-fluoro- is a chemical compound with the molecular formula C9H6FNO. It is a nitrile compound with a 4-fluoro substitution on the benzene ring. Benzenepropanenitrile, 4-fluoro- is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used as a building block for the production of various organic compounds. Benzenepropanenitrile, 4-fluoro- has potential applications in the field of medicinal chemistry and drug development due to its ability to modulate biological activity. However, it is important to handle this chemical with caution, as it may pose health and environmental hazards if not properly managed.

Upstream product

• 25468-67-1 3-(4-fluorophenyl)propanamide 
• 352-11-4 1-chloromethyl-4-fluorobenzene 
• 590-17-0 cyanomethyl bromide 
• 24654-48-6 3-(4-fluorophenyl)acrylonitrile 
• 459-56-3 4-fluorobenzylic alcohol 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 107-13-1 acrylonitrile 
• 459-31-4 3-(4-fluorophenyl)propanoic acid 
• 75-05-8 acetonitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 332-42-3 (2-bromoethyl)-4-fluorobenzene 
• 459-46-1 4-Fluorobenzyl bromide 
• 459-57-4 4-fluorobenzaldehyde 
• 105-34-0 methyl 2-cyanoacetate 

Downstream Products

• 46459-22-7 2-(4-fluoro-phenethyl)-5,6-dihydro-4H-[1,3]thiazine 
• 88742-89-6 5-[2-(4-Fluoro-phenyl)-ethyl]-[1,3,4]thiadiazol-2-ylamine 
• 101488-65-7 3-(4-fluorophenyl)propan-1-amine 
• 465528-50-1 2-{(1-(3-[4-chlorophenyl]propyl)aminocarbonyl)cyclopentylmethyl}-4-methoxybutyric acid tert-butyl ester 
• 141421-64-9 2-[2-(4-Fluoro-phenyl)-ethyl]-7-hydroxy-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 101302-83-4 6-[2-(4-Fluoro-phenyl)-ethyl]-3H-[1,3,4]thiadiazolo[3,2-a][1,2,3]triazolo[4,5-d]pyrimidin-9-one 
• 100987-57-3 7-Amino-2-[2-(4-fluoro-phenyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 141421-86-5 2-[2-(4-Fluoro-phenyl)-ethyl]-7-hydroxy-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 141447-03-2 7-Chloro-2-[2-(4-fluoro-phenyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 1403029-82-2 3-(4-fluorophenyl)propyl carbamic acid methyl ester 
• 1017789-58-0 8-fluoro-2,3,4,5-tetrahydro-benzo[c]azepin-1-one 
• 54930-39-1 3-(4-methylphenyl)propanamine 

Relevant articles and documents

CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions**

Thermodynamic and kinetic control of a chemical process is the key to access desired products and states. Changes are made when a desired product is not accessible; one may manipulate the reaction with additional reagents, catalysts and/or protecting groups. Here we report the use of carbon dioxide to accelerate cyanohydrin synthesis under neutral conditions with an insoluble cyanide source (KCN) without generating toxic HCN. Under inert atmosphere, the reaction is essentially not operative due to the unfavored equilibrium. The utility of CO2-mediated selective cyanohydrin synthesis was further showcased by broadening Kiliani–Fischer synthesis under neutral conditions. This protocol offers an easy access to a variety of polyols, cyanohydrins, linear alkylnitriles, by simply starting from alkyl- and arylaldehydes, KCN and an atmospheric pressure of CO2.

Nickel-Catalyzed Markovnikov Transfer Hydrocyanation in the Absence of Lewis Acid

Hydrocyanation in the absence of toxic HCN gas is highly desirable. Addressing that challenge, transition-metal-catalyzed transfer hydrocyanation using safe HCN precursors has been developed, but these reagents generally require a Lewis acid for activation, and the control of regioselectivity often remains problematic. In this Letter, a Ni-catalyzed highly Markovnikov-selective transfer hydrocyanation that operates in the absence of any Lewis acid is reported. The readily prepared pro-aromatic 1-isopropylcyclohexa-2,5-diene-1-carbonitrile is used as the HCN source, and the reaction shows a broad substrate scope and high functional group tolerance. Terminal styrene derivatives, dienes, and internal alkynes are converted with good to excellent selectivities. Mechanistic studies provide insights into the origin of the regioselectivity.

Design, synthesis and biological evaluation of 8-(2-amino-1-hydroxyethyl)-6-hydroxy-1,4-benzoxazine-3(4H)-one derivatives as potent β2-adrenoceptor agonists

A series of β2-adrenoceptor agonists with an 8-(2-amino-1-hydroxyethyl)-6-hydroxy-1,4-benzoxazine-3(4H)-one moiety is presented. The stimulatory effects of the compounds on human β2-adrenoceptor and β1-adrenoceptor were characterized by a cell-based assay. Their smooth muscle relaxant activities were tested on isolated guinea pig trachea. Most of the compounds were found to be potent and selective agonists of the β2-adrenoceptor. One of the compounds, (R)-18c, possessed a strong β2-adrenoceptor agonistic effect with an EC50 value of 24 pM. It produced a full and potent airway smooth muscle relaxant effect same as olodaterol. Its onset of action was 3.5 min and its duration of action was more than 12 h in an in vitro guinea pig trachea model of bronchodilation. These results suggest that (R)-18c is a potential candidate for long-acting β2-AR agonists.