Ethyl 4-bromobenzoate CAS:5798-75-4

Ethyl 4-bromobenzoate, with the molecular formula C10H9BrO2, is characterized by its ester functional group (-COO-) linked to an ethyl chain and a bromobenzene moiety. The bromine atom's presence at the para position of the aromatic ring enhances the compound's electrophilicity, rendering it suitable for various chemical transformations. The synthesis of ethyl 4-bromobenzoate typically involves the esterification reaction of 4-bromobenzoic acid and ethanol in the presence of a catalyst, often using sulfuric acid to facilitate the reaction. This method provides a straightforward route to obtain this compound with good yields, making it accessible for both laboratory research and industrial applications. Ethyl 4-bromobenzoate has several noteworthy applications in organic synthesis. It serves as a versatile intermediate for synthesizing pharmaceuticals and biologically active compounds. For instance, it can participate in nucleophilic substitution reactions where the bromine atom is replaced by various nucleophiles, leading to new products with potential therapeutic properties. Additionally, it can undergo palladium-catalyzed cross-coupling reactions, such as Suzuki or Heck reactions, enabling the construction of more complex molecular frameworks. In the field of agrochemicals, this compound may also play a role in developing herbicides or insecticides, reflecting its utility in enhancing agricultural productivity. Furthermore, its derivatives are explored in materials science, particularly in creating novel polymers and coatings due to their favorable chemical properties. Overall, ethyl 4-bromobenzoate is a crucial compound in organic chemistry, facilitating advancements across various scientific fields.