124389-34-0

Basic information

• Product Name: Benzoic acid, 4-(tridecafluorohexyl)-, ethyl ester
• CAS NO: 124389-34-0
• Molecular Formula: C15H9F13O2
• Molecular Weight: 468.214
• Mol File: 124389-34-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-(tridecafluorohexyl)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-(tridecafluorohexyl)-, ethyl ester(124389-34-0)
• EPA Substance Registry System: Benzoic acid, 4-(tridecafluorohexyl)-, ethyl ester(124389-34-0)

Safety Data

• Hazardous Substances Data: 124389-34-0(Hazardous Substances Data)

Upstream product

• 355-43-1 n-perfluorohexyl iodide 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 586-76-5 4-Bromobenzoic acid 
• 5798-75-4 Ethyl 4-bromobenzoate 

Downstream Products

• 389873-34-1 4-(tridecafluorohex-1-yl)benzaldehyde 
• 389873-33-0 4-(tridecafluorohex-1-yl)benzyl alcohol 
• 74701-31-8 perfluorohexylbenzoic acid 

Relevant articles and documents

Stable but reactive perfluoroalkylzinc reagents: Application in ligand-free copper-catalyzed perfluoroalkylation of aryl iodides

The aromatic perfluoroalkylation catalyzed by a copper(I) salt with bis(perfluoroalkyl)zinc reagents Zn(RF)2(DMPU)2, which were prepared and then isolated as a stable white powder from perfluoroalkyl iodide and diethylzinc, was accomplished to provide the perfluoroalkylated products in good-to-excellent yields. The advantages of this reliable and practical catalytic reaction are 1) airstable and easy-to-handle bis(perfluoroalkyl)zinc reagents can be utilized, 2) the reagent is reactive and hence the operation without activators and ligands is simple, and 3) not only trifluoromethylation but also perfluoroalkylation can be attained.

POLYFLUOROALKYLATION OF BROMOAROMATIC COMPOUNDS VIA PERFLUOROALKYLCOPPER INTERMEDIATES

Cross coupling reactions between various perfluoroalkyl iodides, copper and mono and dibromobenzenes, as well as mono and dibromobenzenes containing functional groups e.g., OH, CO2H, CO2R, NO2, NH2, OCH3 and C(O)CH3 have produced perfluoroalkyl substituted aromatic compounds in good to excellent yields.From certain bromo arenes, by-products were obtained, indicating competing reactions.These reactions may be due to the slower rate of cross coupling between a carbon-bromine bond and the perfluoroalkylcopper intermediate as compared to the cross coupling reaction involving a carbon-iodine bond with the perfluoroalkylcopper intermediate.