2728-04-3

Basic information

• Product Name: Benzamide, N,N-diethyl-2-methyl-
• Synonyms: Benzamide, N,N-diethyl-2-methyl-;N,N-DIETHYLORTHO-TOLUAMIDE;N,N-DIETHYL-2-METHYLBENZAMIDE;2-Methyl-N,N-diethylbenzamide;o-DEET;o-DETA;Ai3-20217;Brn 2257532
• CAS NO: 2728-04-3
• Molecular Formula: C₁₂H₁₇NO
• Molecular Weight: 191.30
• Mol File: 2728-04-3.mol
• Article Data: 30

Chemical Properties

• Melting Point: 49-50 °C
• Boiling Point: 327.03°C (rough estimate)
• Flash Point: 139.8°C
• Appearance: /
• Density: 1.0096 (rough estimate)
• Refractive Index: 1.5220 (estimate)
• Storage Temp.: Room temperature.
• PKA: -0.93±0.70(Predicted)
• CAS DataBase Reference: Benzamide, N,N-diethyl-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N,N-diethyl-2-methyl-(2728-04-3)
• EPA Substance Registry System: Benzamide, N,N-diethyl-2-methyl-(2728-04-3)

Safety Data

• Hazardous Substances Data: 2728-04-3(Hazardous Substances Data)

Usage

InChI:InChI=1/2C12H17NO/c2*1-4-13(5-2)12(14)11-8-6-7-10(3)9-11/h2*6-9H,4-5H2,1-3H3

Upstream product

• 933-88-0 ortho-toluoyl chloride 
• 109-89-7 diethylamine 
• 2523-98-0 N,N-diethyl thiophosphorodichloridate 
• 529-20-4 2-methylphenyl aldehyde 
• 95-53-4 o-toluidine 
• 615-37-2 ortho-methylphenyl iodide 
• 201230-82-2 carbon monoxide 
• 121-44-8 triethylamine 
• 118-90-1 ortho-methylbenzoic acid 
• 7719-09-7 thionyl chloride 
• 75-09-2 dichloromethane 
• 103-49-1 dibenzylamine 
• 16419-60-6 2-Methylphenylboronic acid 
• 90359-80-1 N,N-diethyl-2-bromo-6-methylbenzamide 

Downstream Products

• 87166-93-6 2,3,10,10a-tetrahydropyrrolo[1,2-b]isoquinolin-5(1H)-one 
• 90329-77-4 1,2,3,4,11,11a-hexahydro-6H-pyrido[1,2-b]isoquinolin-6-one 
• 85370-71-4 N,N-diethyl-2-(2'-hydroxy-2'-phenylethyl)benzamide 
• 103258-38-4 N,N-diethyl-2-(hydroxymethyl)benzamide 
• 97595-23-8 3-(4-methoxyphenyl)-1H-isothiochromen-1-one 

Relevant articles and documents

Pd-Catalyzed Oxidative Aminocarbonylation of Arylboronic Acids with Unreactive Tertiary Amines via C-N Bond Activation

An efficient synthesis of tertiary amides from aryl boronic acids and inert tertiary amines through the oxidative carbonylation via C(sp3)-N bond activation is presented. This protocol significantly restricts the homocoupling biarylketone product. It involves the use of a homogeneous PdCl2/CuI catalyst and a heterogeneous Pd/C based catalyst, which promotes C(sp3)-N bond activation of tertiary amines with aryl boronic acids. This process represents a ligand-free, base-free, and recyclable catalyst along with an ideal oxidant like molecular oxygen.

Palladium-Catalyzed N-Acylation of Tertiary Amines by Carboxylic Acids: A Method for the Synthesis of Amides

A palladium-catalyzed N-acylation of tertiary amines by carboxylic acids was achieved through C-N cleavage. This reaction showed a wide substrate scope. Both aromatic and aliphatic acids served well as the acylating reagents and coupled with tertiary amines to produce the corresponding amides in good to excellent yields. With the strategy, bioactive carboxylic acids were also efficiently modified, highlighting the synthetic value of the process in organic synthesis.