21354-22-3

Basic information

• Product Name: 4-bromo-N-(4-methylphenyl)benzamide
• Synonyms: 4-bromo-N-(4-methylphenyl)benzamide
• CAS NO: 21354-22-3
• Molecular Formula: C₁₄H₁₂BrNO
• Molecular Weight: 290.15518
• Mol File: 21354-22-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 230-231 °C
• Boiling Point: 321.1±35.0 °C(Predicted)
• Appearance: /
• Density: 1.445±0.06 g/cm3(Predicted)
• PKA: 13.15±0.70(Predicted)
• CAS DataBase Reference: 4-bromo-N-(4-methylphenyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-N-(4-methylphenyl)benzamide(21354-22-3)
• EPA Substance Registry System: 4-bromo-N-(4-methylphenyl)benzamide(21354-22-3)

Safety Data

• Hazardous Substances Data: 21354-22-3(Hazardous Substances Data)

Upstream product

• 106-49-0 p-toluidine 
• 586-75-4 4-chlorobenzoyl chloride 
• 586-76-5 4-Bromobenzoic acid 
• 10342-83-3 4'-Bromopropiophenone 
• 726-42-1 di-p-tolylcarbodiimide 
• 622-58-2 p-Tolylisocyanate 
• 7099-87-8 4-bromophenylglyoxylic acid 
• 698-67-9 p-bromobenzamide 
• 624-31-7 4-tolyl iodide 
• 623-00-7 4-bromobenzenecarbonitrile 
• 123726-16-9 bis(4-methylphenyl)iodonium trifluoromethanesulfonate 

Relevant articles and documents

Ligand-free copper-catalyzed direct amidation of diaryliodonium salts using nitriles as amidation reagents

An efficient and practical methodology for the synthesis of N-arylamides has been developed via copper-catalyzed amidation of diaryliodonium salts with nitriles. Various substituted aryl nitriles and aliphatic nitriles could be applied in the reaction, providing a series of N-arylated amides in moderate to good yields. This procedure provides an alternative route for the synthesis of various N-arylamides. A proposed mechanism based on control experiments is also presented.

Ligand-Enabled Gold-Catalyzed C(sp2)-N Cross-Coupling Reactions of Aryl Iodides with Amines

The first example of ancillary (P,N)-ligand-enabled gold-catalyzed C-N cross-coupling reactions of aryl iodides with amines is reported. The high generality of the reaction in de novo synthesis, late-stage modifications, and cascade processes to access functionalized indolinones and carbazoles underscores the synthetic potential of the presented strategy. Monitoring the reaction with ESI-HRMS and NMR provided strong evidence for the in situ formation of putative high valent Au(III) intermediates.

Selective amidation of unprotected amino alcohols using surfactant-in-water technology: A highly desirable alternative to reprotoxic polar aprotic solvents

A general selective and environmentally friendly method for the formation of amide bonds using a surfactant in water as medium is described. The use of readily available 1-ethyl-3-(3-(dimethylamino)propyl)-carbodiimide (EDC) and hydroxybenzotriazol (HOBt)