Terreic acid, shown below, is a naturally occurring antibiotic metabolite of the fungus Aspergillus terreus. Terreic acid hinders bacterial growth by covalently binding to (and thereby deactivating) the biosynthetic enzyme MurA, which is responsible for synthesizing the bacterial cell wall. In aqueous environments, terreic acid tautomerizes to a more stable enol form. Draw the two most stable enol tautomers of terric acid. Circle the tautomer above that you would expect to predominate inside a cellular environment.
Reactions of Ethers
Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and behavior of ethers are discussed in the context of organic chemistry.
Epoxides
Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic.
Williamson Ether Synthesis
An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction.
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