5436-83-9

Basic information

• Product Name: N-benzyl-4-methyl-benzamide
• Synonyms: N-benzyl-4-methyl-benzamide;BenzaMide, 4-Methyl-N-(phenylMethyl)-
• CAS NO: 5436-83-9
• Molecular Formula: C₁₅H₁₅NO
• Molecular Weight: 225.29
• Mol File: 5436-83-9.mol
• Article Data: 154

Chemical Properties

• Boiling Point: 417°Cat760mmHg
• Flash Point: 251.4°C
• Appearance: /
• Density: 1.089g/cm³
• Vapor Pressure: 3.66E-07mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: N-benzyl-4-methyl-benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-4-methyl-benzamide(5436-83-9)
• EPA Substance Registry System: N-benzyl-4-methyl-benzamide(5436-83-9)

Safety Data

• Hazardous Substances Data: 5436-83-9(Hazardous Substances Data)

Usage

Description

N-benzyl-4-methyl-benzamide is an organic compound that serves as a crucial intermediate in various chemical and pharmaceutical processes. It is characterized by its amide functional group and aromatic ring structure, which contribute to its reactivity and potential applications in different industries.

Uses

Used in Organic Synthesis:
N-benzyl-4-methyl-benzamide is used as a key intermediate for the synthesis of various organic compounds. Its amide group and aromatic structure make it a versatile building block in the creation of complex organic molecules.
Used in Pharmaceuticals:
In the pharmaceutical industry, N-benzyl-4-methyl-benzamide is utilized as a starting material or intermediate in the development of new drugs. Its unique chemical properties allow it to be modified and functionalized to create potential therapeutic agents.
Used in Agrochemicals:
N-benzyl-4-methyl-benzamide is also employed in the agrochemical sector as a raw material for the production of various pesticides and other agricultural chemicals. Its chemical structure can be tailored to target specific pests or enhance the effectiveness of existing products.
Used in Dyestuff:
In the dyestuff industry, N-benzyl-4-methyl-benzamide is used as a precursor for the synthesis of various dyes and pigments. Its aromatic nature and amide functionality contribute to the color properties and stability of the resulting dyes.

InChI:InChI=1/C15H15NO/c1-12-7-9-14(10-8-12)15(17)16-11-13-5-3-2-4-6-13/h2-10H,11H2,1H3,(H,16,17)

Upstream product

• 26218-73-5 3,4-bis(4-methylphenyl)-1,2,5-oxadiazole-N-oxide 
• 100-46-9 benzylamine 
• 99-94-5 p-Toluic acid 
• 110-82-7 cyclohexane 
• 22693-32-9 4-methylbenzoyl azide 
• 88229-28-1 N,N-dibenzyl-4-methylbenzamide 
• 201230-82-2 carbon monoxide 
• 780-25-6 N-benzylidene benzylamine 
• 106-45-6 para-thiocresol 
• 622-29-7 N-Benzylidenemethylamine 
• 100253-83-6 N-benzyl-N-nitrosopivalamide 
• 104-85-8 para-methylbenzonitrile 
• 24431-15-0 (E)-N-benzyl-1-(p-tolyl)methanimine 
• 106-38-7 para-bromotoluene 

Downstream Products

• 68055-34-5 4-methylthiobenzoic acid benzylamide 
• 303024-56-8 N-(4-nitrobenzyl)-4-methylbenzamide 
• 80311-90-6 N-(Hydroxybenzyl)-4-methylbenzamide 
• 99-94-5 p-Toluic acid 
• 51764-85-3 N-(4'-methylbenzoyl)-4-hydroxybenzylamine 
• 114081-67-3 N-Benzyl-4-methyl-benzimidoyl chloride 
• 6833-18-7 4-methyl-N-phenylbenzamide 
• 1485-70-7 N-benzylbenzamide 
• 404942-59-2 (R)-4-methyl-N-(1-phenylethyl)benzamide 
• 104-85-8 para-methylbenzonitrile 
• 1303614-34-7 C₁₅H₁₄N₂O₂ 
• 5467-99-2 4-methylbenzoic acid benzyl ester 
• 1269762-43-7 C₇₅H₁₃NO 
• 55096-86-1 benzyl(4-methylbenzyl)amine 

Relevant articles and documents

Buchwald-Hartwig amination of aryl esters and chlorides catalyzed by the dianisole-decorated Pd-NHC complex

A modular and generic method for the Buchwald-Hartwig amination reactions of relatively unreactive aryl esters as acyl electrophiles and aryl chlorides as aryl electrophiles has been developed, leading to the efficient synthesis of amides/amines under air conditions and with low catalyst loadings. The success of this catalytic protocol is mainly attributed to the modification of the Pd-IPr skeleton with sterically hindered and electron-donating anisole groups. This method also features good functional group tolerance and excellent chemoselectivities. In summary, the results presented herein suggest the possibility of developing a versatile and general protocol for diverse electrophiles to undergo the Buchwald-Hartwig amination reactions, avoiding too much consideration of the reaction conditions for the substrate-dependent C-N bond formations.

Amide Bond Formation via the Rearrangement of Nitrile Imines Derived from N-2-Nitrophenyl Hydrazonyl Bromides

We report how the rearrangement of highly reactive nitrile imines derived from N-2-nitrophenyl hydrazonyl bromides can be harnessed for the facile construction of amide bonds. This amidation reaction was found to be widely applicable to the synthesis of primary, secondary, and tertiary amides and was used as the key step in the synthesis of the lipid-lowering agent bezafibrate. The orthogonality and functional group tolerance of this approach was exemplified by the N-acylation of unprotected amino acids.

Crystal structure of 1-(2,4,6-trichlorobenzoyloxy) benzotriazole (TCB-OBt): observation of uncommon intermolecular oxygen-oxygen interaction and synthetic application in amidation

Herein, we investigated the supramolecular assembly of a modified Yamaguchi reagent TCB-OBt. Interestingly, each molecule is interconnected through novel chalcogen-chalcogen (O?O) interaction, π-π stacking, and aromatic C-H?O interaction. Hirshfeld surface analysis confirmed the existence of uncommon O?O interactions. A well-organized supramolecular layer structure and helical arrangement were observed in the crystal structure. TCB-OBt crystallized in the O-substituted desmotropic form. DFT calculations suggest that the O-substituted form is more stable than theN-substituted form (TCB-(N)-OBt). Morphology analysis indicates the formation of a fantastically well organized, continuous block-shaped system. Furthermore, the designed reagent works as an efficient activating reagent for amide bond formation with good yields under mild reaction conditions. Use of this reagent avoided intractable acid chlorides, and this new mixed-anhydride-based reagent may further be applicable for many other organic transformations.