336-61-8

Usage

Uses

Heptafluorobutyranilide (cas# 336-61-8) is a compound useful in organic synthesis.

InChI:InChI=1/C10H6F7NO/c11-8(12,9(13,14)10(15,16)17)7(19)18-6-4-2-1-3-5-6/h1-5H,(H,18,19)

Upstream product

• 65245-26-3 perfluorobutanesulfonyl azide 
• 98-95-3 nitrobenzene 
• 423-39-2 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane 
• 62-53-3 aniline 
• 586-96-9 Nitrosobenzene 
• 375-13-3 heptafluorobutyryl bromide 
• 375-16-6 heptafluorobutyryl chloride 
• 335-42-2 perfluorobutyryl fluoride 

Downstream Products

• 356-67-2 N-(1H,1H-heptafluoro-butyl)-aniline 
• 7465-88-5 4-methoxy-N-phenylbenzamide 
• 61881-12-7 2,2,3,3,4,4,4-heptafluoro-N-phenylbutanethioamide 

Relevant academic research and scientific papers

Photocatalytic amidation and esterification with perfluoroalkyl iodide

The successful generation of perfluoroalkyl radicals (Rf˙) through photoredox catalysis has inspired us to investigate the preparation of various organofluorine species. In this work, visible light-induced photocatalytic reactions for the preparation of perfluoroalkyl amides and esters from the corresponding amines and alcohols using different types of triplet emitters as photocatalysts have been studied. The effects of the excited-state characteristics and redox potentials of the photocatalysts have been elucidated. Under optimized reaction conditions, these reactions can be performed successfully with different types of amines or alcohols and perfluoroalkyl iodides. Detailed mechanistic studies based on emission quenching experiments have been performed to study the photocatalytic cycles as well as the role of the different reagents. The proposed mechanism has also been examined by DFT calculations.

Synthesis of Fluorinated Amide Derivatives via a Radical N-Perfluoroalkylation-Defluorination Pathway

A one-pot approach to fluorinated hydroxamic acid, amide, and thioamide derivatives is reported. The reaction proceeds via an N-perfluoroalkylation of nitrosoarenes with perfluoroalkanesulfinates, resulting in labile N-perfluoroalkylated hydroxylamines. By the addition of suitable additives, a controllable oxy/thiodefluorination of the fluorinated hydroxylamine intermediates was achieved. The method highlights N-perfluoroalkylated amines as versatile intermediates for further synthesis.

Unexpected formation of N-fluoroalkaneacyl anilides from the reactions of fluoroalkanesulfonyl azides with nitrobenzene and its derivatives

The thermal reactions of fluoroalkanesulfonyl azides RfCF 2SO2N3 1 with nitrobenzene and its derivatives XC6H4NO2 (X=H, F, Cl, CF3) gave the unexpected N-fluoroalkanea