36035-49-1

Basic information

• Product Name: Acetamide, N-(4-fluorophenyl)-N-methyl-
• CAS NO: 36035-49-1
• Molecular Formula: C9H10FNO
• Molecular Weight: 167.183
• Mol File: 36035-49-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Acetamide, N-(4-fluorophenyl)-N-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-(4-fluorophenyl)-N-methyl-(36035-49-1)
• EPA Substance Registry System: Acetamide, N-(4-fluorophenyl)-N-methyl-(36035-49-1)

Safety Data

• Hazardous Substances Data: 36035-49-1(Hazardous Substances Data)

Upstream product

• 351-83-7 4'-fluoroacetanilide 
• 74-88-4 methyl iodide 
• 459-59-6 4-fluoro-N-methylaniline 
• 75-36-5 acetyl chloride 
• 201230-82-2 carbon monoxide 
• 403-46-3 4-fluoro-N,N-dimethylaniline 
• 108-24-7 acetic anhydride 
• 579-58-8 N-methyl-(4-acetamido)phenol 
• 371-40-4 4-fluoroaniline 

Downstream Products

• 459-59-6 4-fluoro-N-methylaniline 

Relevant articles and documents

Carbonylation of C?N Bonds in Tertiary Amines Catalyzed by Low-Valent Iron Catalysts

The first iron catalysts able to promote the formal insertion of CO into the C?N bond of amines are reported. Using low-valent iron complexes, including K2[Fe(CO)4], amides are formed from aromatic and aliphatic amines, in the presence of an iodoalkane promoter. Inorganic Lewis acids, such as AlCl3 and Nd(OTf)3, have a positive influence on the catalytic activity of the iron salts, enabling the carbonylation at a low pressure of CO (6 to 8 bars).

Thermolysis and radiofluorination of diaryliodonium salts derived from anilines

Aniline-derived diaryliodonium salts were synthesized and functionalized in good to excellent yields by judicious utilization of electron-withdrawing protecting groups. This simple approach opens another route to radiolabeling amino arenes in relatively complex molecules, such as flutemetamol.

Oligo(N-aryl glycines): A new twist on structured peptoids

We explore strategies to enhance conformational ordering of N-substituted glycine peptoid oligomers. Peptoids bearing bulky N-alkyl side chains have previously been studied as important examples of biomimetic "foldamer" compounds, as they exhibit a capacity to populate helical structures featuring repeating cis-amide bonds. Substantial cis/trans amide bond isomerization, however, gives rise to conformational heterogeneity. Here, we report the use of N-aryl side chains as a tool to enforce the presence of trans-amide bonds, thereby engendering structural stability. Aniline derivatives and bromoacetic acid are used in the facile solid-phase synthesis of a diverse family of sequence-specific N-aryl glycine oligomers. Quantum mechanics calculations yield a detailed energy profile of the folding landscape and substantiate the hypothesis that the presence of anilide groups establishes a strong energetic preference for trans-amide bonds. X-ray crystallographic analysis and solution NMR studies verify this preference. Molecular modeling indicates that the linear oligomers can adopt helical structures resembling a polyproline type II helix. High resolution structures of macrocyclic oligomers incorporating both N-alkyl and N-aryl glycine units confirm the ability to direct the presence of trans-amide bonds specifically at N-aryl positions. These results are an important step in developing strategies for the rational de novo design of new structural motifs in biomimetic oligopeptoid systems.