4. A student performed the following sequence of reactions: an oxetane opening, followed by a Williamson ether synthesis; however, the student forgot to write down which alkyl halide they used for the second step of the Williamson ether synthesis, so they do not know what the final product should be. Luckily, a 'H NMR spectrum was obtained for the final product. Determine the product of each step, as well as the alkyl halide that the student added. Draw the mechanism for each step below. MgBr 1. 1. NaH 2. H3O* 2.
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.
Step by step
Solved in 2 steps with 2 images
