6876-49-9

Basic information

• Product Name: p-Isobutyrotoluidide
• Synonyms: p-Isobutyrotoluidide;PropanaMide, 2-Methyl-N-(4-Methylphenyl)-;2-methyl-N-(4-methylphenyl)propanamide
• CAS NO: 6876-49-9
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.24
• Mol File: 6876-49-9.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 325.3°C at 760 mmHg
• Flash Point: 192.1°C
• Appearance: /
• Density: 1.029g/cm³
• Vapor Pressure: 0.000232mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: p-Isobutyrotoluidide(CAS DataBase Reference)
• NIST Chemistry Reference: p-Isobutyrotoluidide(6876-49-9)
• EPA Substance Registry System: p-Isobutyrotoluidide(6876-49-9)

Safety Data

• Hazardous Substances Data: 6876-49-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H15NO/c1-8(2)11(13)12-10-6-4-9(3)5-7-10/h4-8H,1-3H3,(H,12,13)

Upstream product

• 106-49-0 p-toluidine 
• 79-30-1 isobutyryl chloride 
• 79-31-2 isobutyric Acid 
• 18779-86-7 dimethylketene-N-p-tolylimine 
• 856164-50-6 3-acetoxy-3,4,4-trimethyl-1-p-tolyl-pyrrolidine-2,5-dione 
• 7160-08-9 N-(4-bromophenyl)isobutyramide 
• 80-48-8 methyl p-toluene sulfonate 
• 92475-82-6 1-isobutyrylpyrrolidin-2-one 
• 563-83-7 ISOPROPYLAMIDE 
• 624-31-7 4-tolyl iodide 
• 55577-65-6 2,N-dimethyl-N-phenylpropanamide 
• 99-99-0 1-methyl-4-nitrobenzene 
• 57357-19-4 bis(isobutyryloxy)(phenyl)-λ³-iodane 
• 97-62-1 Ethyl isobutyrate 

Downstream Products

• 5857-02-3 N-p-tolyl-isobutyrimidoyl chloride 
• 125781-68-2 [1-Benzotriazol-1-yl-2-methyl-prop-(E)-ylidene]-p-tolyl-amine 
• 18779-86-7 dimethylketene-N-p-tolylimine 

Relevant articles and documents

Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions

N-Acyl lactam amides, such as benzoylpyrrolidin-2-one, benzoylpiperidin-2-one, and benzoylazepan-2-one reacted with amines in the presence of DTBP and TBAI to afford the transamidated products in good yields. The reactions were conducted under aqueous conditions and good functional group tolerance was achieved. Both aliphatic and aromatic primary amines displayed good activity under metal-free conditions. A radical reaction pathway is proposed.

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.

Palladium(II)-Catalyzed Oxidative Homo- and Cross-Coupling of Aryl ortho -sp2 C-H Bonds of Anilides at Room Temperature

The preparation of secondary 2,2'-bisanilides has been successfully achieved through an oxidative coupling of aryl ortho-sp2 C-H bonds of anilides in the presence of catalytic Pd(OAc)2 and K2S2O8 as an oxidant in MsOH/CF3CO2H (TFA) at room temperature (25 °C). The aromatic rings of anilides substituted by various electron-donating or electron-withdrawing groups are tolerant in these coupling reactions.