Aerobic oxyiodination of activated aromatics using HCl/NaNO2/I2 was written by Wang, Kaiyang;Wang, Xinliang;Zhang, Guofu;Liang, Xinmiao. And the article was included in Jingxi Huagong in 2009.HPLC of Formula: 75581-11-2 This article mentions the following:
Hydrochloric acid/NaNO2, were the inexpensive and available catalyst system, which can be developed to cooperate exquisitely with I2 in catalyzing the aerobic oxyiodination of arenes, aryl ethers and phenols to the corresponding aromatic iodides under mild conditions. Based on the systematic investigation of reaction conditions using anisole as model substrate, the optimal conditions showed that n(substrate):n(I2):n(NaNO2):n(HCl) = 1:0.515:0.05:0.1, while 1,2-dichlorethane (DCE) as solvent and O2 as oxidant at 20°C. The newly developed catalyst system exhibited many advantages: 100% iodine atom economy, high efficiency, excellent selectivity and conversion and innocuous water as the only byproduct, environment-friendly and easily industrialized production Furthermore, the mechanism for the catalytic oxyiodination reaction was proposed in this paper. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2HPLC of Formula: 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. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).HPLC of Formula: 75581-11-2
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem