Chloroalkyl ether

Chloroalkyl ethers are a class of organic compounds with the general structure R-O-(CH₂)_n-Cl, characterized as an ether connected to a chloromethyl group via an alkane chain.

Chloromethyl methyl ether (CMME) is an ether with the formula CH₃OCH₂Cl. 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 (MOM) protecting group.

Closely related compounds of industrial importance are bis(chloromethyl) ether (BCME) (closely related to chemical weapon sulfur mustard) and benzyl chloromethyl ether (BOMCl).

2-Methoxyethoxymethyl (MEM) group is commonly used in organic synthesis as a protecting group for alcohols.

The 2-methoxyethoxymethyl protecting group can be cleaved with a range of Lewis acids, including but not limited to:

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Methoxymethyl (MOM) is used as a protecting group for alcohols in organic synthesis.

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