CAS 27126-76-7, Cat. No EN300-113070
Reagent for oxidation, oxytosylation and phenyliodination
[Hydroxy(tosyloxy)iodo]benzene (HTIB) is a versatile reagent for mild oxidation. It is a white solid, which may be stored at room temperature, but it is better to keep it refrigerated and in a dark bottle1. Reagent is moderately soluble in H2O, MeOH, DMSO, and insoluble in Et2O, CH2Cl2, and CHCl3. Although HTIB is largely insoluble in DCM or chloroform, both are excellent solvents for the transformations, because the completion of the reaction can be visible when all solid phases disappear2. The reagent is employed in the α-oxidation of carbonyl compounds, oxidation of olefins, ring contractions and expansions, dearomatization of phenols, and synthesis of iodonium salts1,2.
Synonyms: HTIB; [hydroxy(tosyloxy)iodo]benzene; phenyliodine(III) (hydroxyl)tosylate
Selected publication
-
[Hydroxy(Tosyloxy)Iodo]Benzene.
Koser G. F.; Ollevier T.; Desyroy V.; Carreras V.; Tanbouza N. Encyclopedia of Reagents for Organic Synthesis 2019, 1-15. DOI: 10.1002/047084289X.rh070.pub3
-
Synthesis of Koser’s Reagent and Derivatives.
Organic Syntheses 2013, 90, 1. DOI: 10.15227/orgsyn.090.0001