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

• 613-91-2 acetophenone oxime 
• 64-18-6 formic acid 
• 77287-34-4 formamide 
• 98-86-2 acetophenone 
• 540-69-2 ammonium formate 
• 98-85-1 1-Phenylethanol 
• 151-50-8 potassium cyanide 
• 618-36-0 rac-methylbenzylamine 
• 100-42-5 styrene 
• 111-66-0 oct-1-ene 
• 201230-82-2 carbon monoxide 
• 16712-16-6 ammonium formate 
• 64165-14-6 ammonium hydroformate 
• 67-56-1 methanol 

Downstream Products

• 71475-21-3 N-(1-Phenylethyl)-N-n-butylformamid 
• 42882-26-8 N-methyl-N-(1-phenylethyl)amine 
• 21872-32-2 1-phenylethyl isocyanide 
• 71475-22-4 N-benzyl-N-(1'-phenylethyl)formamide 
• 5933-40-4 (-)-Methyl-<1-phenyl-ethyl>-amin 
• 98-86-2 acetophenone 
• 17683-36-2 (-)-methyl(2-hydroxyethyl)(1-phenylethyl)amine 
• 6948-01-2 (R)-(+)-α-methylbenzyl formamide 
• 19145-06-3 (S)-N-formyl-1-phenylethylamine 
• 20278-33-5 N-(1-phenylethyl)carbothioamide 
• 5933-40-4 (R)-(+)-N,α-dimethylbenzylamine 
• 20278-20-0 N-methyl-N-(1-phenylethyl)formamide 
• 67-56-1 methanol 
• 618-36-0 rac-methylbenzylamine 

Relevant articles and documents

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.

Preparation and catalytic evaluation of a palladium catalyst deposited over modified clinoptilolite (Pd&at;MCP) for chemoselective N-formylation and N-acylation of amines

Novel palladium nanoparticles stabilized by clinoptilolite as a natural inexpensive zeolite prepared and used for N-formylation and N-acylation of amines at room temperature at environmentally benign reaction conditions in good to excellent yields. Pd (II) was immobilized on the surface of clinoptilolite via facile multi-step amine functionalization to obtain a sustainable, recoverable, and highly active nano-catalyst. The structural and morphological characterizations of the catalyst carried out using XRD, FT-IR, BET and TEM techniques. Moreover, the catalyst is easily recovered using simple filtration and reused for 7 consecutive runs without any loss in activity.