92520-15-5

Basic information

• Product Name: N-[1-(4-chlorophenyl)ethyl]acetamide
• Synonyms: N-[1-(4-chlorophenyl)ethyl]acetamide
• CAS NO: 92520-15-5
• Molecular Weight: 197.664
• Mol File: 92520-15-5.mol
• Article Data: 57

Chemical Properties

• CAS DataBase Reference: N-[1-(4-chlorophenyl)ethyl]acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[1-(4-chlorophenyl)ethyl]acetamide(92520-15-5)
• EPA Substance Registry System: N-[1-(4-chlorophenyl)ethyl]acetamide(92520-15-5)

Safety Data

• Hazardous Substances Data: 92520-15-5(Hazardous Substances Data)

Upstream product

• 208118-80-3 1-(4-chlorophenyl)ethenylacetamide 
• 622-98-0 4-chloro(ethylbenzene) 
• 108-24-7 acetic anhydride 
• 3391-10-4 1-(p-chlorophenyl)ethyl alcohol 
• 75-05-8 acetonitrile 
• 1073-67-2 4-vinylbenzyl chloride 
• 75-36-5 acetyl chloride 
• 35588-60-4 p-chloro-(R,S)-1-phenylethylamine 
• 141-78-6 ethyl acetate 
• 201230-82-2 carbon monoxide 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 
• 99-91-2 para-chloroacetophenone 
• 92916-02-4 (+/-)-3-(p-chlorophenyl)butan-2-one 
• 76-05-1 trifluoroacetic acid 

Relevant articles and documents

Biocatalytic, Intermolecular C?H Bond Functionalization for the Synthesis of Enantioenriched Amides

Directed evolution of heme proteins has opened access to new-to-nature enzymatic activity that can be harnessed to tackle synthetic challenges. Among these, reactions resulting from active site iron-nitrenoid intermediates present a powerful strategy to forge C?N bonds with high site- and stereoselectivity. Here we report a biocatalytic, intermolecular benzylic C?H amidation reaction operating at mild and scalable conditions. With hydroxamate esters as nitrene precursors, feedstock aromatic compounds can be converted to chiral amides with excellent enantioselectivity (up to >99 % ee) and high yields (up to 87 %). Kinetic and computational analysis of the enzymatic reaction reveals rate-determining nitrenoid formation followed by stepwise hydrogen atom transfer-mediated C?H functionalization.

Diaza-Crown Ether-Bridged Chiral Diphosphoramidite Ligands: Synthesis and Applications in Asymmetric Catalysis

A small library of diaza-crown ether-bridged chiral diphosphoramidite ligands was prepared. In the rhodium-catalyzed asymmetric hydrogenation and hydroformylation reactions, these ligands exhibited distinct properties in catalytic activity and/or enantioselectivity. Hydrogenated products with opposite absolute configurations could be obtained in high yields with excellent ee values by utilizing (S,S)-L1 and (S,S)-L3, respectively. Meanwhile, the addition of alkali metal cations caused variations in catalytic outcomes, showing the supramolecular tunability of these Rh/diphosphoramidite catalytic systems.

Manganese-Catalyzed Direct Conversion of Ester to Amide with Liberation of H2

A simple and efficient Mn-catalyzed acylation of amines is achieved using both acyl and alkoxy functions of unactivated esters with the liberation of molecular hydrogen as a sole byproduct. The present protocol provides an atom-economical and sustainable route for the synthesis of amides from esters by employing an earth-abundant manganese salt and inexpensive phosphine-free tridentate ligand.