Ethyl 4-iodobenzoate CAS:51934-41-9

Ethyl 4-iodobenzoate (C10H9IO2) is a member of the benzoate ester family, characterized by the presence of an iodine atom in the para position of the aromatic ring. This structural arrangement not only contributes to its reactivity but also influences its physical and chemical properties. The compound typically exists as a white to off-white crystalline solid, exhibiting moderate solubility in common organic solvents such as ethanol and ether. One of the primary roles of ethyl 4-iodobenzoate in organic synthesis is as a reagent in cross-coupling reactions, particularly in the formation of biaryl compounds via Suzuki and Sonogashira couplings. Its ability to undergo nucleophilic substitution makes it valuable for generating substituted aromatic compounds, which are critical intermediates in pharmaceuticals and agrochemicals. In addition to its synthetic utility, ethyl 4-iodobenzoate is also explored for its potential biological activities. Studies have indicated that halogenated compounds can exhibit antimicrobial and anticancer properties, making ethyl 4-iodobenzoate a candidate for pharmacological research. Furthermore, the introduction of iodine into organic molecules can enhance their lipophilicity, potentially improving bioavailability. The environmental impact of ethyl 4-iodobenzoate is another important consideration. As with many halogenated compounds, there are concerns regarding persistence and toxicity. Therefore, researchers are investigating greener alternatives and methodologies to minimize environmental footprints while harnessing the compound's synthetic advantages. Overall, ethyl 4-iodobenzoate represents a significant tool in the chemist's arsenal, with broad applications spanning synthetic organic chemistry and materials science. Its ongoing study promises further insights into enhancing its utility and addressing safety and environmental considerations.