TCDA: Practical Synthesis and Application in the Trifluoromethylation of Arenes and Heteroarenes was written by Wang, Jian;Zhang, Xiaomin;Wan, Zehong;Ren, Feng. And the article was included in Organic Process Research & Development in 2016.Formula: C8H9IO2 This article mentions the following:
A practical synthesis of the reagent trimethylsilyl chlorodifluoroacetate (TCDA) is reported on a 50 g scale. The trifluoromethylation with TCDA was optimized, and the reaction shows very broad scope with respect to electron-deficient, -neutral, -rich aryl/heteroaryl iodides, as well as excellent functional group tolerability, such as ester, amide, aldehyde, hydroxyl, and carboxylic acid. The reagent was also applied to the late-stage trifluoromethylation of three medicinally relevant compounds Addnl., the building block trifluoromethylpyridine and one drug related mol. Boc-Fluoxetin were synthesized in 10 g scale by this method, demonstrating its practical applications in process chem. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Formula: C8H9IO2).
4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Formula: C8H9IO2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com