582-78-5

Basic information

• Product Name: 4'-methylbenzanilide
• Synonyms: N-(4-methylphenyl)benzamide;N-(p-Methylphenyl)benzamide;N-(p-Tolyl)benzamide;p-Benzotoluide;p-Benzotoluidide
• CAS NO: 582-78-5
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.26
• EINECS: 209-491-8
• Mol File: 582-78-5.mol
• Article Data: 306

Chemical Properties

• Melting Point: 158°C
• Boiling Point: 350.95°C (rough estimate)
• Flash Point: 154.9 °C
• Appearance: /
• Density: 1.2020
• Refractive Index: 1.5780 (estimate)
• PKA: 13.52±0.70(Predicted)
• CAS DataBase Reference: 4'-methylbenzanilide(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-methylbenzanilide(582-78-5)
• EPA Substance Registry System: 4'-methylbenzanilide(582-78-5)

Safety Data

• Hazardous Substances Data: 582-78-5(Hazardous Substances Data)

Usage

Uses

N-(4-methylphenyl)benzamide is prepared through copper-catalyzed amidation of aryl halides and N-arylation of heterocycles with aryl halides using cyclohexanediamine ligands. It is used as a reactant in preparation of 2-arylbenzoxazoles by copper-catalyzed regioselective intramolecular oxidative C-O coupling of benzanilides.

Upstream product

• 78486-48-3 β-(N-benzoyl-p-toluidino)-acrolein 
• 2272-45-9 benzal-p-toluidine 
• 106-43-4 para-chlorotoluene 
• 68737-65-5 (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane 
• 55-21-0 benzamide 
• 106-49-0 p-toluidine 
• 134-81-6 benzil 
• 108-86-1 bromobenzene 
• 622-58-2 p-Tolylisocyanate 
• 98-88-4 benzoyl chloride 
• 501-60-0 1,2-di(p-tolyl)diazene 
• 62303-05-3 2-iodo-N-(p-tolyl)benzamide 
• 292638-85-8 acrylic acid methyl ester 
• 99-99-0 1-methyl-4-nitrobenzene 

Downstream Products

• 81743-88-6 2-(4-methylphenyl)-1,2-benzisoselenazol-3(2H)-one 
• 15926-80-4 4.6-Bis--isophthalsaeure-dimethylester 
• 39106-78-0 (5-methyl-2-(methylamino)phenyl)(phenyl)methanone 
• 87995-75-3 N-(2-Brom-4-methylphenyl)-N-(trimethylsilyl)benzamid 
• 87995-76-4 N-<4-Methyl-2-(trimethylsilyl)phenyl>benzamid 
• 65814-47-3 N-(2-Brom-4-methylphenyl)-N-methylbenzamid 
• 87010-82-0 N₁-methyl-N₁-p-methoxyphenyl-N₂-p-methylphenylbenzamidine 
• 87010-83-1 N₁-methyl-N₁-p-bromophenyl-N₂-p-methylphenylbenzamidine 
• 56722-37-3 N₁-methyl-N₁-phenyl-N₂-p-methylphenylbenzamidine 
• 119656-50-7 N-Benzoyl-N-(4-methylphenyl)glycine 
• 21419-51-2 6-methyl-2-phenylquinazolin-4(3H)-one 
• 425366-04-7 N-p-tolyl-benzimidic acid 4-cyano-phenyl ester 
• 75184-44-0 Phenylmethylidyne-p-tolyl-ammonium 
• 329728-83-8 9-benzyl-6-methyl-1,2,3,9-tetrahydrocarbazol-4-one 

Relevant articles and documents

TBAI-catalyzed C–N bond formation through oxidative coupling of benzyl bromides with amines: a new avenue to the synthesis of amides

A new green approach for the synthesis of amide through TBAI-catalyzed oxidative coupling of benzyl bromides with amine was developed in the presence of tert-butyl hydroperoxide (TBHP) as an oxidant. Various electron-donating and withdrawing groups containing benzyl bromides and various amines, were subjected to the reaction and transformed to the corresponding amide in good to excellent yields.

Iron-catalyzed cross-coupling of N?methoxy amides and arylboronic acids for the synthesis of N-aryl amides

An efficient iron-catalyzed synthesis of N-aryl amides from N?methoxy amides and arylboronic acids is developed. FeCl3 is used as the sole catalyst for the cross-coupling reaction between N?methoxy amides and arylboronic acids without any other

Room-temperature copper-catalyzed electrophilic amination of arylcadmium iodides with ketoximes

We started our study by preparation two ketoximes. Later, there were studies to reveal these ketoximes' effects in the electrophilic amination reaction with organocadmium reagents. Primarily, it was observed that arylcadmium iodides could not be reacted with ketoximes at room temperature in the absence of a catalyst. CuCN was a suitable catalyst for this electrophilic amination reaction of arylcadmium iodides and allowed the preparation of functionalized aniline derivatives in good yields under mild reaction conditions. We obtained the results indicated that the yield of primary arylamines was strongly dependent on the steric and electronic effects of organocadmium reagent and amination agent. In the case of both amination reagents, meta-substituted arylamines were obtained in higher yields than para-substituted arylamines. We observed that acetone O-(4-chlorophenylsulfonyl)oxime, 1, as an aminating agent, was more successful than acetone O-(2-Naphthylsulfonyl)oxime, 2, in the synthesis of functionalized arylamines by electrophilic amination of corresponding aryl cadmium iodides. In this method, there is no cadmium release to the environment.