Oxymercuration- Demercuration Reaction OAc mercurinium ion Hg(OAc) Hg* Oxymercuration-Demercuration c-c • Hg(OAc) H,0 HỎ HgOAc но H (Markovnikov orientation) *Hg(OAc) Hg(OAc) Hg(OAc) • Markovnikov addition of water to the double bond C-C- -C-C- H;O* H,ö: :OH • Milder conditions than direct hydration Hö: organomercurial alcohol • No rearrangements or polymerization O 2017 Pearson Education, Inc.
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.
If oxymercuration reactions are anti additions, how come one of these examples looks like anti, and the other one looks like syn? Would someone be able to draw out both mechanisms?
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