Merck, 207772-5G, Iodine

General description
Iodine exhibits exceptionally high dielectric polarization in various solvents (dioxane, isobutylene, p-xylene and benzene).
Application
Iodine may be used to catalyze:
Synthesis of 5-(4-nitrophenyl)-10,15,20-triphenylporphyrin.
Oxidative C-H bond amination of saturated hydrocarbons.
Protection of amines with benzyloxycarbonyl (Cbz) group.
Direct oxidative coupling/annulation of β-keto esters or 2-pyridinyl-β-esters with alkenes to form dihydrofurans and indolizine, respectively.
Thiocyanation of aromatic systems to form aryl thiocyanates.
Esterification of cellulose with acetic anhydride to form cellulose triacetate.

Catalyst for synthesis of esters by condensation of carboxylic acids with alcohols or transfesterification.

A mild and efficient method for esterification and transesterification catalyzed by iodine
Iodine has been used for the easy visualization of 9-bromononanoic acid, allyl ester by thin layer chromatography (TLC). It has also been used for the preparation of oxidation solution, required for the synthesis of oligodeoxynucleotides bearing 3′-terminal phosphorothioate.