Inthomycin C, a natural product produced by Streptomyces bacteria, is known to inhibit the production of cellulose, an important component of the cell wall of plants. A recent synthesis of inthomycin C involved a thermal electrocyclic ring-opening reaction, as outlined below. (Org. Lett. 2013, 15, 3242-3245.) There are two products that are possible under thermal conditions, but only one of these products was observed. Identify the product and explain why the other product was not observed. CO₂H ? → Br 16.22a H Heat E Identify the two products that are possible under thermal conditions. (Select all that apply.) Br CO₂H Br CO₂H W P X Inthomycin C E OH hulu NH₂ 12:20 AM 7/13/2023

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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.