The dehydration of pinacol can take place via two mechanisms, leading to the formation of the two products shown below: a) Draw detailed mechanisms for the formation of both products, including any resonance contributors. b) Briefly explain why pinacolone formation is favored.
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.
The dehydration of pinacol can take place via two mechanisms, leading to the formation of the
two products shown below:
a) Draw detailed mechanisms for the formation of both products, including any resonance
contributors.
b) Briefly explain why pinacolone formation is favored.
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