108168-59-8

Basic information

• Product Name: Benzoyl fluoride, 4-(dimethylamino)- (9CI)
• Synonyms: Benzoyl fluoride, 4-(dimethylamino)- (9CI)
• CAS NO: 108168-59-8
• Molecular Formula: C₉H₁₀FNO
• Molecular Weight: 167.1802032
• Product Categories: ACIDHALIDE
• Mol File: 108168-59-8.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzoyl fluoride, 4-(dimethylamino)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl fluoride, 4-(dimethylamino)- (9CI)(108168-59-8)
• EPA Substance Registry System: Benzoyl fluoride, 4-(dimethylamino)- (9CI)(108168-59-8)

Safety Data

• Hazardous Substances Data: 108168-59-8(Hazardous Substances Data)

Upstream product

• 1536-23-8 2,3,4,5,6-pentafluorobenzophenone 
• 1251445-57-4 diethyl(4-(dimethylamino)benzoyl)phosphine sulfide 
• 701-53-1 p-methoxybenzoyl fluoride 
• 619-84-1 p-N,N-dimethylaminobenzoic acid 
• 50978-45-5 3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 392-56-3 Hexafluorobenzene 
• 1258145-46-8 S-(4-methoxyphenyl) 4-(dimethylamino)benzenecarbothioate 

Downstream Products

• 1251445-57-4 diethyl(4-(dimethylamino)benzoyl)phosphine sulfide 
• 171364-78-6 (4-(N,N-dimethylamino)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 108191-13-5 N-benzyl-[4-(N,N-dimethylamino)]-benzamide 
• 22514-69-8 4-(dimethylamino)benzoate 
• 619-84-1 p-N,N-dimethylaminobenzoic acid 
• 75057-89-5 4-dimethylaminophenylhydroxamic acid 

Relevant articles and documents

Deoxyfluorination of Carboxylic Acids with KF and Highly Electron-Deficient Fluoroarenes

A deoxyfluorination reaction of carboxylic acids using potassium fluoride (KF) and highly electron-deficient fluoroarenes is reported here, giving acyl fluorides in moderate to excellent yield (57-92% based on NMR integration and 34-95% for isolated examples).

METHOD AND REAGENT FOR DEOXYFLUORINATION

A safe, simple, and selective method and reagent for deoxyfluorination is disclosed. With the method and reagent disclosed herein, organic compounds such as carboxylic acids, carboxylates, carboxylic acid anhydrides, aldehydes, and alcohols can be fluorinated by using the most common nucleophilic fluorinating reagents and electron deficient fluoroarenes as mediators under mild conditions, giving corresponding fluoroorganic compounds in excellent yield with a wide range of functional group compatibility and easy product purification. For example, directly utilizing KF for deoxyfluorination of carboxylic acids provides the most economical and the safest pathway to access acyl fluorides, key intermediates for syntheses of peptide, amide, ester, and dry fluoride salts.

Nickel-catalysed decarbonylative borylation of aroyl fluorides

The first Ni(cod)2/PPh3 catalyst system has been established for decarbonylative borylation of aroyl fluorides with bis(pinacolato)diboron. A wide range of functional groups in the substrates were well tolerated. The ease of access of the starting aroyl fluorides indicates that these results might become an alternative to the existing decarbonylation events.