23825-32-3

Basic information

• Product Name: N-benzoyl-N-methylbenzamide
• Synonyms: N,N-Dibenzoylmethylamine
• CAS NO: 23825-32-3
• Molecular Formula: C₁₅H₁₃NO₂
• Molecular Weight: 239.2692
• Mol File: 23825-32-3.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 390.3°C at 760 mmHg
• Flash Point: 173.4°C
• Density: 1.172g/cm³
• Vapor Pressure: 2.68E-06mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: N-benzoyl-N-methylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzoyl-N-methylbenzamide(23825-32-3)
• EPA Substance Registry System: N-benzoyl-N-methylbenzamide(23825-32-3)

Safety Data

• Hazardous Substances Data: 23825-32-3(Hazardous Substances Data)

Upstream product

• 88070-48-8 N-methylbenzamide 
• 97213-13-3 N-Benzoyl-N-methyl-thiobenzoesaeureamid 
• 13712-75-9 3-methyl-2,4-diphenyloxazolium-5-olate 
• 6326-73-4 diethyl N-methylphosphoramidate 
• 98-88-4 benzoyl chloride 
• 108-88-3 toluene 
• 100-52-7 benzaldehyde 
• 2739-12-0 N-methylaniline hydrochloride 
• 61802-83-3 N-methyl-N-benzylbenzamide 
• 591-50-4 iodobenzene 
• 5310-14-5 N-methylthiobenzamide 
• 28544-45-8 N-benzoyl-N-methylphenylglycine 
• 21737-87-1 N-methyl benzimidoyl chloride 
• 3376-23-6 N-methyl-α-phenylnitrone 

Relevant articles and documents

The Elusive Antiaromaticity of Maleimides and Maleic Anhydride: Enthalpies of Formation of N-Methylmaleimide, N-Methylsuccinimide, N-Methylphthalimide, and N-Benzoyl-N-methylbenzamide

In order to understand the antiaromaticity of maleimides, the enthalpies of formation and sublimation of N-methylmaleimide, N-methylsuccinimide, N-methylphthalimide, and N-benzoyl-N-methylbenzamide were measured. The numerical values of enthalpies of formation for these compounds in the solid state are -329,3 ± 1.4, -469.8 ± 1.6, -325.0 ± 2.1, and -239.6 ± 3.8 kJ mol-1, respectively, while the corresponding values in the gaseous state are -256.0 ± 1.5, -389.7 ± 1.6, -233.9 ± 2.2, and -119.5 ± 3.8 kJ mol-1, respectively. The values of enthalpies of sublimation for the same compounds are 73.3 ± 0.5, 80.1 ± 0.3, 91.1 ± 0.5, and 120.1 ± 0.4 kJ mol-1, respectively. We find that the antiaromaticity of maleimides is only modest.

I2/Aqueous TBHP-Catalyzed Coupling of Amides with Methylarenes/Aldehydes/Alcohols: Metal-Free Synthesis of Imides

We present a metal-free method for the synthesis of imides by the direct coupling of NH-amides with methylarenes under iodine/aqueous TBHP conditions. The optimized conditions worked very well with benzaldehydes and benzyl alcohol and furnished the corresponding imides in good to excellent yields. A series of control and radical scavenger experiments were also performed, which suggested the involvement of radical pathways. The labeling experiment in the presence of 18O-labeled H2O suggested water as a source of oxygen in the imides.

TBHP/TEMPO-mediated oxidative synthesis of imides from amides

A new protocol for the synthesis of imides has been developed. In the presence of copper catalyst, N-benzylamides were oxidized to the corresponding imides by TBHP/TEMPO system in moderate to good yields. Imides were synthesized through the oxidation of N-benzylamides by TBHP/TEMPO system in moderate to good yields.