142212-08-6

Basic information

• Product Name: Formamide,N-(4-fluorophenyl)-N-methyl-(9CI)
• Synonyms: Formamide,N-(4-fluorophenyl)-N-methyl-(9CI)
• CAS NO: 142212-08-6
• Molecular Formula: C₈H₈FNO
• Molecular Weight: 153.1536232
• Product Categories: HALIDE
• Mol File: 142212-08-6.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Formamide,N-(4-fluorophenyl)-N-methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Formamide,N-(4-fluorophenyl)-N-methyl-(9CI)(142212-08-6)
• EPA Substance Registry System: Formamide,N-(4-fluorophenyl)-N-methyl-(9CI)(142212-08-6)

Safety Data

• Hazardous Substances Data: 142212-08-6(Hazardous Substances Data)

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 85462-16-4 N-Methyl-O-p-nitrophenylsulphonylhydroxylamine 
• 459-59-6 4-fluoro-N-methylaniline 
• 149-73-5 trimethyl orthoformate 
• 124-38-9 carbon dioxide 
• 123-39-7 N-Methylformamide 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 107-31-3 Methyl formate 
• 403-46-3 4-fluoro-N,N-dimethylaniline 
• 140-88-5 ethyl acrylate 
• 667-27-6 Ethyl bromodifluoroacetate 
• 109-94-4 formic acid ethyl ester 
• 459-25-6 N-(4-fluorophenyl)formamide 
• 74-88-4 methyl iodide 

Downstream Products

• 180140-14-1 5,5'-Difluoro-N³,N^3'-bis-(4-fluoro-phenyl)-1,1',N³,N^3'-tetramethyl-1H,1'H-[2,2']biindolyl-3,3'-diamine 
• 403-46-3 4-fluoro-N,N-dimethylaniline 
• 535920-90-2 7-fluoro-4-(4-fluorophenyl)-1-methylbenzo[f][1,4]-diazepine-2,3-dicarboxylic anhydride 
• 773-91-1 5-fluoro-1-methylisatin 
• 208177-07-5 (E)-1,2-Dichloro-N,N'-bis-(4-fluoro-phenyl)-N,N'-dimethyl-ethene-1,2-diamine 
• 459-59-6 4-fluoro-N-methylaniline 

Relevant articles and documents

Immobilization of ionic liquids to covalent organic frameworks for catalyzing the formylation of amines with CO2 and phenylsilane

We presented the immobilization of ionic liquids on the channel walls of COFs using a post-synthetic strategy. The ionic [Et4NBr]50%-Py-COF afforded a high CO2 adsorption capacity of 164.6 mg g-1 (1 bar, 273 K) and was developed as an effective heterogeneous catalyst for the transformation of CO2 into value-added formamides under ambient conditions.

Catalyst freeN-formylation of aromatic and aliphatic amines exploiting reductive formylation of CO2using NaBH4

Herein, we report a sustainable approach forN-formylation of aromatic as well as aliphatic amines using sodium borohydride and carbon dioxide gas. The developed approach is catalyst free, and does not need pressure or a specialized reaction assembly. The reductive formylation of CO2with sodium borohydride generates formoxy borohydride speciesin situ, as confirmed by1H and11B NMR spectroscopy. Thein situformation of formoxy borohydride species is prominent in formamide based solvents and is critical for the success of theN-formylation reactions. The formoxy borohydride is also found to promote transamidation reactions as a competitive pathway along with reductive functionalization of CO2with amine leading toN-formylation of amines.

Tetracoordinate borates as catalysts for reductive formylation of amines with carbon dioxide

We report sodium trihydroxyaryl borates as the first robust tetracoordinate organoboron catalysts for reductive functionalization of CO2. These catalysts, easily synthesized from condensing boronic acids with metal hydroxides, activate main group element-hydrogen (E-H) bonds efficiently. In contrast to BX3 type boranes, boronic acids and metal-BAr4 salts, under transition metal-free conditions, sodium trihydroxyaryl borates exhibit high reactivity of reductive N-formylation toward a variety of amines (106 examples), including those with functional groups such as ester, olefin, hydroxyl, cyano, nitro, halogen, MeS-, ether groups, etc. The over-performance to catalyze formylation of challenging pyridyl amines affords a promising alternative method to the use of traditional formylation reagents. Mechanistic investigation supports electrostatic interactions as the key for Si/B-H activation, enabling alkali metal borates as versatile catalysts for hydroborylation, hydrosilylation, and reductive formylation/methylation of CO2.