Effective and regioselective iodination of arenes using iron(III) nitrate in the presence of tungstophosphoric acid was written by Jafarzadeh, Mohammad;Amani, Kamal;Nikpour, Farzad. And the article was included in Canadian Journal of Chemistry in 2005.Electric Literature of C8H9IO This article mentions the following:
An easy, cheap, and effective method for iodination of various aromatic compounds takes place with mol. iodine and iron nitrate nonahydrate as the oxidant in the presence of a catalytic amount of tungstophosphoric acid in dichloromethane, with good yield and high regioselectivity under very mild conditions. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Electric Literature of C8H9IO).
4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Electric Literature of C8H9IO
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem