39058-86-1

Basic information

• Product Name: C₁₁H₁₅FNO
• CAS NO: 39058-86-1
• Molecular Weight: 196.245
• Mol File: 39058-86-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: C₁₁H₁₅FNO(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₁H₁₅FNO(39058-86-1)
• EPA Substance Registry System: C₁₁H₁₅FNO(39058-86-1)

Safety Data

• Hazardous Substances Data: 39058-86-1(Hazardous Substances Data)

Upstream product

• 3376-24-7 N-tert-butyl-α-phenylnitrone 
• 133745-75-2 N-fluorobis(benzenesulfon)imide 
• 422-55-9 1-chloro-1,1,2,2,3,3-hexafluoropropane 
• 64-19-7 acetic acid 

Relevant articles and documents

Fluoro spin adducts and their modes of formation

The reactions of two fluorinating reagents, XeF2 and N-fluorodibenzenesulfonamide [(PhSO2)2N-F], with several spin traps have been investigated. In dichloromethane, the strong oxidant XeF2 cleanly gives fluoro spin adducts with N-tert-butyl-α-phenylnitrone (PBN) or 5,5-dimethyl-1-pyrroline 1-oxide (DMPO) according to a mechanism mediated by the radical cation of the spin trap. In both cases, further fluorination takes place with replacement of the a hydrogen by fluorine. The much weaker oxidant (PhSO2)2N-F reacts with PBN or DMPO in dichloromethane giving both the fluoro adduct and an adduct formally derived from an N-centred radical, assigned the structure of PhSO2N(F)-PBN? or (PhSO2)2N-DMPO?, respectively. This type of reaction proceeds by a version of the Forrester-Hepburn mechanism, in which an acid HA, in this case HF, initially adds to the nitrone function to give a hydroxylamine derivative which is oxidized by (PhSO2)N-F giving the fluoro spin adduct, a proton and the highly labile radical anion (PhSO2)2N-F?-. By decomposition of the latter to PhSO2(F)N- and PhSO2?, conditions are set up for propagation of the reaction by a new molecule of HA [now PhSO2(F)NH] and thus formation of the PhSO2(F)N spin adduct.