-bromo-1-methylcyclopentane is being reacted with sodium ethoxide in diethyl ether Ethoxide will remove a proton from one of the carbons alpha to the carbon bonded to bromine. The electron pair from the carbon-hydrogen bond will move toward the 1 carbon to form a new pi bond. This will push off the bromine, which will leave with its electron pair to form a bromide leaving group. This will form the product 1-methylcyclopentene and sodium bromide as byproduct. So, is this reaction following an E1 or E2 mechanism? Write out the rate law for this reaction. Draw a reaction coordinate diagram for this reaction.
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.
1-bromo-1-methylcyclopentane is being reacted with sodium ethoxide in diethyl ether
Ethoxide will remove a proton from one of the carbons alpha to the carbon bonded to bromine. The electron pair from the carbon-hydrogen bond will move toward the 1 carbon to form a new pi bond. This will push off the bromine, which will leave with its electron pair to form a bromide leaving group. This will form the product 1-methylcyclopentene and sodium bromide as byproduct.
So, is this reaction following an E1 or E2 mechanism? Write out the rate law for this reaction. Draw a reaction coordinate diagram for this reaction.
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