82543-02-0

Basic information

• Product Name: N-hydroxy-N-phenethylacetamide
• CAS NO: 82543-02-0
• Molecular Weight: 179.219
• Mol File: 82543-02-0.mol

Chemical Properties

• CAS DataBase Reference: N-hydroxy-N-phenethylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-hydroxy-N-phenethylacetamide(82543-02-0)
• EPA Substance Registry System: N-hydroxy-N-phenethylacetamide(82543-02-0)

Safety Data

• Hazardous Substances Data: 82543-02-0(Hazardous Substances Data)

Upstream product

• 64-04-0 phenethylamine 
• 92646-29-2 O-benzyl-N-(2-phenylethyl)hydroxylamine 
• 312529-09-2 tert-butyl (benzyloxy) (phenethyl)carbamate 
• 7028-48-0 Phenylacetaldehyde oxime 
• 3217-93-4 N-phenylethylhydroxylamine 
• 75-36-5 acetyl chloride 

Relevant articles and documents

Visible-Light-Mediated Synthesis of Amidyl Radicals: Transition-Metal-Free Hydroamination and N-Arylation Reactions

The development of photoredox reactions of aryloxy-amides for the generation of amidyl radicals and their use in hydroamination-cyclization and N-arylation reactions is reported. Owing to the ease of single-electron-transfer reduction of the aryloxy-amides, the organic dye eosin Y was used as the photoredox catalyst, which results in fully transition-metal-free processes. These transformations exhibit a broad scope, are tolerant to several important functionalities, and have been used in the late-stage modification of complex and high-value N-containing molecules.

Structure Property Relationships of Carboxylic Acid Isosteres

The replacement of a carboxylic acid with a surrogate structure, or (bio)-isostere, is a classical strategy in medicinal chemistry. The general underlying principle is that by maintaining the features of the carboxylic acid critical for biological activity, but appropriately modifying the physicochemical properties, improved analogs may result. In this context, a systematic assessment of the physicochemical properties of carboxylic acid isosteres would be desirable to enable more informed decisions of potential replacements to be used for analog design. Herein we report the structure-property relationships (SPR) of 35 phenylpropionic acid derivatives, in which the carboxylic acid moiety is replaced with a series of known isosteres. The data set generated provides an assessment of the relative impact on the physicochemical properties that these replacements may have compared to the carboxylic acid analog. As such, this study presents a framework for how to rationally apply isosteric replacements of the carboxylic acid functional group.