Eustathopoulos, Helene et al. published their research in Journal of the Chemical Society in 1983 | CAS: 75581-11-2

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Quality Control of 4-Iodo-1-methoxy-2-methylbenzene

Ambident reactivity of anisole and p-iodoanisole toward phenylium cations and evidence for ipso-attack in cationic phenylation was written by Eustathopoulos, Helene;Court, Jean;Bonnier, Jane Marie. And the article was included in Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) in 1983.Quality Control of 4-Iodo-1-methoxy-2-methylbenzene This article mentions the following:

The phenylation of p-IC6H4OMe in the thermolysis of PhN2BF4 gave, inter alia,p-MeOC6H4Ph and 4-IC6H4OPh, showing ipso-attack and attack on O by Ph+. With PhOMe, the O atom of the MeO substituent is also attacked by Ph+ giving Ph2O through the initial formation of Ph2O+Me followed by intermol. demethylation. No intramol. rearrangement occurs with the oxonium ion. The mechanism involves kinetically predominant C-phenylation of both substrates. BF3 promotes deiodination of p-IC6H4OMe and its phenylated isomers. This deiodination invalidates the conclusions drawn from isomer distributions; therefore the presence of BF3 must be carefully controlled in a mechanistic study. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Quality Control of 4-Iodo-1-methoxy-2-methylbenzene).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Quality Control of 4-Iodo-1-methoxy-2-methylbenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem