Effect of Water on the Functionalization of Substituted Anisoles with Iodine in the Presence of F-TEDA-BF4 or Hydrogen Peroxide was written by Pavlinac, Jasminka;Zupan, Marko;Stavber, Stojan. And the article was included in Journal of Organic Chemistry in 2006.Computed Properties of C8H7IO2 This article mentions the following:
Water was found to be a convenient reaction medium for functionalization of substituted anisoles using iodine in the presence of Selectfluor (F-TEDA-BF4) or hydrogen peroxide as mediators and oxidizers. Two types of functionalization were observed: iodination or oxidation In the iodination process, two reaction routes were established. In the case of the first route, a high iodine atom economy was achieved for selective and effective iodo functionalization with a stoichiometric ratio of substrate/iodine/(mediator/oxidizer) = 2:1:1.2. An electrophilic iodination reaction process was suggested for this route, with the oxidizer converting the liberated iodide anion to iodine. For the second reaction route, a stoichiometric ratio of substrate/iodine/(mediator/oxidizer) = 1:1:1 and a lower iodine atom economy were observed; in this case, ion radical formation in the first step of the reaction was suggested. Iodine was found to be an effective catalyst for the oxidation of a hydroxy benzyl functional group to benzaldehyde using F-TEDA-BF4. Water is an effective medium for functionalization of anisole, p-methoxybenzyl alc., 1-(4-methoxyphenyl)ethanone, o-dimethoxybenzene, m-dimethoxybenzene, and p-dimethoxybenzene, whereas F-TEDA-BF4 as a mediator/oxidizer could be replaced by hydrogen peroxide in the case of the functionalization of 1-(4-methoxyphenyl)ethanone, o-dimethoxybenzene, m-dimethoxybenzene, and p-dimethoxybenzene. Water changes the type of transformation of p-methoxybenzyl alc. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Computed Properties of C8H7IO2).
3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Computed Properties of C8H7IO2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com