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.
Devise a synthesis of each compound using 1-bromobutane
(CH3CH2CH2CH2Br) as the only organic starting material. You may use
any other inorganic reagents.
Introduction:
In the first reaction, 1-bromobutane reacts sodium cyanide to form 1-cyanobutane. Again 1-Bromobutane reacts with MgBr to form Grignard reagent. Cynao compound and Grignard reagent reacts in aqueous medium to form desired keto product.
In the second reaction, the keto product from the first reaction again react with Grignard reagent to form substituted hydroxy product.
In the third reaction, amino and carboxylic acid is formed from 1-Bromobutane and then both react to give amide linkage.
Answer:
(a)
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