Ren, Yun-Lai et al. published their research in Advanced Synthesis & Catalysis in 2013 | CAS: 75581-11-2

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Computed Properties of C8H9IO

Nitrogen Dioxide-Catalyzed Electrophilic Iodination of Arenes was written by Ren, Yun-Lai;Shang, Huantao;Wang, Jianji;Tian, Xinzhe;Zhao, Shuang;Wang, Qian;Li, Fuwei. And the article was included in Advanced Synthesis & Catalysis in 2013.Computed Properties of C8H9IO This article mentions the following:

Nitrogen oxide (NO2 nitrogen dioxide) is demonstrated to be an effective catalyst precursor for the iodination of alkoxy-substituted benzene derivatives and naphthalene derivatives Different from transition metal catalysts, nitrogen dioxide can be easily separated from the final products and is free of heavy metal waste. Although the present catalyst precursor is toxic, it does not stain the final products due to its low-boiling character. No other reagents apart from 0.5 equivalent of iodine (I2), 6.5 mol% nitrogen dioxide and acetonitrile solvent were used in the iodination, and basically all the iodine atoms in the iodine source were transferred to the iodination products, showing that the presented protocol is highly atom-economic and practical. The synthesis of the target compounds was achieved using methoxybenzene, ethoxybenzene, butoxybenzene, (octyloxy)benzene, (tetradecyloxy)benzene, 1-butoxy-2-methyl-benzene, 1,3-dimethoxybenzene, 1-butoxy-3-chlorobenzene, 1,2,3-trimethoxybenzene, 1-methoxynaphthalene as starting materials. Benzofuran, benzothiazole, 2-phenylpyridine, 1-methylimidazole, (ethenyl)benzene, bromobenzene, N,N-diehtylbenzenamine did not provide products in satisfactory yield. Nitriles were obtained in a reaction with tripotassium hexacyanoferrate. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Computed Properties of C8H9IO).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Computed Properties of C8H9IO

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