Chloroalkyl ether Chloroalkyl ethers are a class of organic compounds with the general structure R-O-n -Cl, characterized as an ether connected to a chloromethyl group via an alkane chain.Chloromethyl methyl ether is an ether with the formula . It is used as an alkylating agent and industrial solvent to manufacture dodecylbenzyl chloride , water repellents, ion-exchange resins , polymers, and as a chloromethylation reagent . It is a known human carcinogen . In organic synthesis the compound is used for the introduction of the methoxymethyl protecting group .chloromethyl ether .2-Methoxyethoxymethyl group is commonly used in organic synthesis as a protecting group for alcohols .Most common protection methods Most common deprotection methods The 2-methoxyethoxymethyl protecting group can be cleaved with a range of Lewis acids , including but not limited to: TiCl4 or ZnBr2 in dichloromethane at 0 °C to ambient temperature If the solvent of choice is a protic solvent such as methanol , formic acid can be used to cleave MEM group at elevated temperatures Most common protection methods Treatment of alcohol with N,N-diisopropylethylamine and methoxymethyl chloride in dichloromethane at 0 °C For reactions carried out in more polar solvents such as tetrahydrofuran or N,N-dimethylformamide, protection of alcohol can be carried out using sodium hydride at 0 °C to ambient temperaturesMost common deprotection methods
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