6948-01-2

Basic information

• Product Name: N-(1-phenylethyl)formamide
• Synonyms: N-(1-phenylethyl)formamide;N-(α-Methylbenzyl)formamide;Einecs 230-112-7;N-Formyl-1-phenylethylamine;N-(ALPHA-METHYLBENZYL)-FORMAMIDE
• CAS NO: 6948-01-2
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.18974
• EINECS: 230-112-7
• Mol File: 6948-01-2.mol
• Article Data: 80

Chemical Properties

• Melting Point: 48.5 °C
• Boiling Point: 315.3 °C at 760 mmHg
• Flash Point: 182.6 °C
• Appearance: /
• Density: 1.024 g/cm³
• Vapor Pressure: 0.000442mmHg at 25°C
• Refractive Index: 1.519
• PKA: 15.51±0.23(Predicted)
• CAS DataBase Reference: N-(1-phenylethyl)formamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1-phenylethyl)formamide(6948-01-2)
• EPA Substance Registry System: N-(1-phenylethyl)formamide(6948-01-2)

Safety Data

• Hazardous Substances Data: 6948-01-2(Hazardous Substances Data)

Usage

General Description

N-(1-Phenylethyl)formamide, also known as benzylformamide, is an organic compound with the chemical formula C9H11NO. It is a formamide derivative with a phenylethyl group attached to the nitrogen atom. This chemical is commonly used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It is also used as a reagent in organic chemistry reactions. N-(1-Phenylethyl)formamide is a colorless to pale yellow liquid with a characteristic odor, and it has a wide range of applications in the chemical industry due to its versatile reactivity and functional groups.

InChI:InChI=1/C9H11NO/c1-8(10-7-11)9-5-3-2-4-6-9/h2-8H,1H3,(H,10,11)

Upstream product

• 64-18-6 formic acid 
• 77287-34-4 formamide 
• 98-86-2 acetophenone 
• 540-69-2 ammonium formate 
• 618-36-0 rac-methylbenzylamine 
• 6623-43-4 2-(1-phenyl-ethylamino)-ethanol 
• 16712-16-6 ammonium formate 
• 64165-14-6 ammonium hydroformate 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 3886-69-9 (+)-1-phenylethylamine 
• 68-12-2 N,N-dimethyl-formamide 
• 2627-86-3 (-)-α-methylbenzylamine 
• 33375-06-3 (1R)-1-phenylethyl isocyanate 
• 124-38-9 carbon dioxide 

Downstream Products

• 71475-22-4 N-benzyl-N-(1'-phenylethyl)formamide 
• 5933-40-4 (R)-(+)-N,α-dimethylbenzylamine 
• 6948-01-2 (R)-(+)-α-methylbenzyl formamide 
• 19145-06-3 (S)-N-formyl-1-phenylethylamine 
• 20278-33-5 N-(1-phenylethyl)carbothioamide 
• 1364683-13-5 (R)-N-(1-(4-(tert-butyl)phenyl)ethyl)formamide 
• 1364683-63-5 (R)-N-(4-((3-(1-(4-(tert-butyl)phenyl)ethyl)thioureido)methyl)phenyl)methanesulfonamide 
• 1364683-85-1 (R)-N-(4-((3-(1-(4-(tert-butyl)phenyl)ethyl)thioureido)methyl)-2-fluorophenyl)methanesulfonamide 
• 1426409-93-9 1-bromo-2-(2-isocyano-2-phenylpropyl)benzene 
• 1426409-98-4 1-bromo-4-chloro-2-(2-isocyano-2-phenylpropyl)benzene 
• 1426410-01-6 1-bromo-2-(2-isocyano-2-phenylpropyl)-4-methoxybenzene 
• 1426410-03-8 3-methyl-3-phenyl-3,4-dihydroisoquinoline 
• 1426410-08-3 6-chloro-3-methyl-3-phenyl-3,4-dihydroisoquinoline 
• 1426410-11-8 6-methoxy-3-methyl-3-phenyl-3,4-dihydroisoquinoline 

Relevant articles and documents

Facile N-Formylation of Amines on Magnetic Fe3O4?CuO Nanocomposites

A facile, eco-friendly, efficient, and recyclable heterogeneous catalyst is synthesized by immobilizing copper impregnated on mesoporous magnetic nanoparticles. The surface chemistry analysis of Fe3O4?CuO nanocomposites (NCs) by XRD and XPS demonstrates the synergistic effect between Fe3O4 and CuO nanoparticles, providing mass-transfer channels for the catalytic reaction. TEM images clearly indicate the impregnation of CuO onto mesoporous Fe3O4. This hydrothermally synthesized eco-friendly and highly efficient Fe3O4?CuO NCs are applied as a magnetically retrievable heterogeneous catalyst for the N-formylation of wide range of aliphatic, aromatic, polyaromatic and heteroaromatic amines using formic acid as a formylating agent at room temperature. The catalytic activity of the NCs for N-formylation is attributable to the synergistic effect between Fe3O4 and CuO nanoparticles. The N-formylated product is further employed for the synthesis of biologically active quinolone moieties.

Oxidation Under Reductive Conditions: From Benzylic Ethers to Acetals with Perfect Atom-Economy by Titanocene(III) Catalysis

Described here is a titanocene-catalyzed reaction for the synthesis of acetals and hemiaminals from benzylic ethers and benzylic amines, respectively, with pendant epoxides. The reaction proceeds by catalysis in single-electron steps. The oxidative addition comprises an epoxide opening. An H-atom transfer, to generate a benzylic radical, serves as a radical translocation step, and an organometallic oxygen rebound as a reductive elimination. The reaction mechanism was studied by high-level dispersion corrected hybrid functional DFT with implicit solvation. The low-energy conformational space was searched by the efficient CREST program. The stereoselectivity was deduced from the lowest lying benzylic radical structures and their conformations are controlled by hyperconjugative interactions and steric interactions between the titanocene catalyst and the aryl groups of the substrate. An interesting mechanistic aspect is that the oxidation of the benzylic center occurs under reducing 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.