91888-96-9

Basic information

• Product Name: N-tert-Butyl-4-(trifluoromethyl)benzamide
• Synonyms: N-tert-Butyl-4-(trifluoromethyl)benzamide
• CAS NO: 91888-96-9
• Molecular Formula: C₁₂H₁₄F₃NO
• Molecular Weight: 245.2408696
• Mol File: 91888-96-9.mol
• Article Data: 30

Chemical Properties

• Appearance: /
• Storage Temp.: Room temperature.
• CAS DataBase Reference: N-tert-Butyl-4-(trifluoromethyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-tert-Butyl-4-(trifluoromethyl)benzamide(91888-96-9)
• EPA Substance Registry System: N-tert-Butyl-4-(trifluoromethyl)benzamide(91888-96-9)

Safety Data

• Hazardous Substances Data: 91888-96-9(Hazardous Substances Data)

Upstream product

• 86402-02-0 tert-butyl-(4-trifluoromethyl-benzyldene)amine 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 75-64-9 tert-butylamine 
• 455-18-5 4-CF₃C₆H₄CN 
• 75-65-0 tert-butyl alcohol 
• 329-15-7 4-trifluoromethyl-phenyl acetyl chloride 
• 540-88-5 acetic acid tert-butyl ester 
• 119072-55-8 tert-butylisonitrile 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 201230-82-2 carbon monoxide 
• 455-13-0 4-Iodobenzotrifluoride 
• 455-24-3 4-trifluoromethylbenzoic acid 
• 1647-85-4 bis(p-trifluoromethylbenzoyl) peroxide 
• 128796-39-4 4-trifluoromethylphenylboronic acid 

Downstream Products

• 1891-90-3 p-trifluoromethylbenzamide 
• 439930-46-8 (Me2Al[η2-t-BuNC(Ph-CF3-p)(μ2-O)])2 
• 1404220-30-9 N-tert-butyl-2-(4-nitrophenylamino)-4-(trifluoromethyl)benzamide 
• 1450753-67-9 N-tert-butyl-2-(4-nitrobenzamido)-4-(trifluoromethyl)benzamide 

Relevant articles and documents

A convenient synthesis of N-tert-butyl amides by the reaction of di-tert-butyl dicarbonate and nitriles catalyzed by Cu(OTf)2

The utility of Cu(OTf)2 as the catalyst for the synthesis of a series of N-tert-butyl amides in excellent isolated yields via the reaction of nitriles (alkyl, aryl, benzyl, and furyl nitriles) with di-tert-butyl dicarbonate is described. Cu(OTf)2 is a highly stable and efficient catalyst for the present Ritter reaction under solvent-free conditions at room temperature.

Amide Synthesis by Nickel/Photoredox-Catalyzed Direct Carbamoylation of (Hetero)Aryl Bromides

Herein, we report a one-electron strategy for catalytic amide synthesis that enables the direct carbamoylation of (hetero)aryl bromides. This radical cross-coupling approach, which is based on the combination of nickel and photoredox catalysis, proceeds at ambient temperature and uses readily available dihydropyridines as precursors of carbamoyl radicals. The method's mild reaction conditions make it tolerant of sensitive-functional-group-containing substrates and allow the installation of an amide scaffold within biologically relevant heterocycles. In addition, we installed amide functionalities bearing electron-poor and sterically hindered amine moieties, which would be difficult to prepare with classical dehydrative condensation methods.

Transamidation of: N -acyl-glutarimides with amines

The development of new transamidation reactions for the synthesis of amides is an important and active area of research due to the central role of amide linkage in various fields of chemistry. Herein, we report a new method for transamidation of N-acyl-glutarimides with amines under mild, metal-free conditions that relies on amide bond twist to weaken amidic resonance. A wide range of amines and functional groups, including electrophilic substituents that would be problematic in metal-catalyzed protocols, are tolerated under the reaction conditions. Mechanistic experiments implicate the amide bond twist, thermodynamic stability of the tetrahedral intermediate and leaving group ability of glutarimide as factors controlling the reactivity of this process. The method further establishes the synthetic utility of N-acyl-glutarimides as bench-stable, twist-perpendicular, amide-based reagents in acyl-transfer reactions by a metal-free pathway. The origin of reactivity of N-acyl-glutarimides in metal-free and metal-catalyzed processes is discussed and compared.