321970-34-7

Basic information

• Product Name: 1-Butanesulfonic acid, 1,1,2,2,3,3,4,4,4-nonafluoro-, 4-bromophenyl ester
• CAS NO: 321970-34-7
• Molecular Formula: C10H4BrF9O3S
• Molecular Weight: 455.096
• Mol File: 321970-34-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-Butanesulfonic acid, 1,1,2,2,3,3,4,4,4-nonafluoro-, 4-bromophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butanesulfonic acid, 1,1,2,2,3,3,4,4,4-nonafluoro-, 4-bromophenyl ester(321970-34-7)
• EPA Substance Registry System: 1-Butanesulfonic acid, 1,1,2,2,3,3,4,4,4-nonafluoro-, 4-bromophenyl ester(321970-34-7)

Safety Data

• Hazardous Substances Data: 321970-34-7(Hazardous Substances Data)

Upstream product

• 25628-11-9 phenyl 1,1,2,2,3,3,4,4,4-nonafluoro-1-butanesulfonate 
• 106-41-2 4-bromo-phenol 
• 375-72-4 Nonafluorobutanesulfonyl fluoride 

Downstream Products

• 623-00-7 4-bromobenzenecarbonitrile 
• 54446-36-5 4-bromodiphenylamine 
• 30483-75-1 4-bromophenyl-morpholine 
• 1306651-85-3 N¹,N⁴-dimethoxy-N¹,N⁴-dimethylterephthalamide 
• 192436-83-2 4-bromo-N-methoxy-N-methylbenzamide 

Relevant articles and documents

Palladium-Catalyzed Cyanation under Mild Conditions: A Case Study to Discover Appropriate Substrates among Halides and Pseudohalides

A case study has been effectively carried out to identify a suitable substrate among halides and pseudohalides for the palladium-catalyzed cyanation reactions under mild conditions. Among the various substrates considered for evaluation, aryl pentafluorobenzenesulfonates and nonaflates were identified to be the best substrates when compared to corresponding halides and pseudohalides. The substoichiometric use of nontoxic, environmentally benign potassium hexacyanoferrate as a cyanide source and exceptionally milder conditions further highlights the significance of the protocol developed. A wide range of electronically biased and sterically challenging substrates provided the corresponding the nitriles in good to excellent yields.

Palladium-Catalyzed Amination of Aryl Nonaflates

The first detailed study of the palladium-catalyzed amination of aryl nonaflates is reported. Use of ligands 2-4 and 6 allows for the catalytic amination of electron-rich and -neutral aryl nonaflates with both primary and secondary amines. With use of Xantphos 5, the catalytic amination of a variety of functionalized aryl nonaflates resulted in excellent yields of anilines; even 2-carboxymethyl aryl nonaflate is effectively coupled with a primary alkylamine. Moderate yields were obtained when coupling halo-aryl nonaflates with a variety of amines, where in most cases the aryl nonaflate reacted in preference to the aryl halide. Overall, aryl nonaflates are an effective alternative to triflates in palladium-catalyzed C-N bond-forming processes due to their increased stability under the reaction conditions.