69753-59-9

Basic information

• Product Name: N-(4-ETHYLPHENYL)FORMAMIDE
• Synonyms: N-(4-ETHYLPHENYL)FORMAMIDE;4'-ETHYLFORMANILIDE
• CAS NO: 69753-59-9
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.18974
• Mol File: 69753-59-9.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(4-ETHYLPHENYL)FORMAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-ETHYLPHENYL)FORMAMIDE(69753-59-9)
• EPA Substance Registry System: N-(4-ETHYLPHENYL)FORMAMIDE(69753-59-9)

Safety Data

• Hazardous Substances Data: 69753-59-9(Hazardous Substances Data)

Upstream product

• 589-16-2 4-aminoethylbenzene 
• 109-94-4 formic acid ethyl ester 
• 124-38-9 carbon dioxide 
• 64-18-6 formic acid 
• 100-12-9 4-ethylnitrobenzene 
• 123-91-1 1,4-dioxane 
• 107-31-3 Methyl formate 
• 38968-65-9 2-(benzyloxy)-2-phenylacetaldehyde 
• 99-92-3 p-aminobenzophenone 

Downstream Products

• 143063-89-2 para-ethylphenyl isocyanide 
• 589-16-2 4-aminoethylbenzene 

Relevant articles and documents

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.

Mesostructure organic-inorganic hybrid ionic liquids based on heteropoly acids: Effect of linkage on the molecular structure and catalytic activity

The new inorganic–organic hybrids based on SO3H-functionalized ionic liquids (ILs) and Keggin-type heteropoly acids (H3PW12O40, H3PMo12O40, and H4SiW12O40; HPAs) are prepared and characterized by FT-IR, NMR, XRD, CV, SEM/EDX, ICP-OES, BJH and UV. Different molecular structures according to the different inorganic part were also proved. Potentiometric titration showed a good relationship between catalytic activity and acidity of the catalysts. Electrochemical aspects showed electron transfer ability of the compounds. For understanding catalytic activities of the HPA-IL hybrids in N-formylation reaction, effect of catalyst composition, substrate, and reaction conditions were studied. The best SO3H-functionalized ionic liquid catalyst was readily recovered and reused for four runs. Easy preparation of the catalyst, simple and easy work-up, mild reaction conditions, low cost, excellent yields and short reaction times are the key features of this work.

Microwave-Assisted Formylations of Weakly Basic Anilines with Methyl Formate Catalyzed by Calcium and Hydrogen Triflimides

Catalytic amounts of calcium and hydrogen triflimides [Ca(NTf2)2, HNTf2] were found to be efficient for the solvent-free formylation of a variety of weakly basic anilines by using cheap and widely available methyl formate as the formylating agent under microwave irradiation. Initial investigations showed that in the case of calcium triflimide, Br?nsted acid catalysis was most likely operating. Remarkably, the corresponding calcium triflate and triflic acid were significantly less active.