Search results
Results From The WOW.Com Content Network
Chloromethyl methyl ether (CMME) is a compound with formula CH 3 OCH 2 Cl. A colorless liquid, it is a chloroalkyl ether.It is used as an alkylating agent.In organic synthesis, it is used for introducing the methoxymethyl ether (MOM) protecting group, [3] and is thus often called MOM-Cl or MOM chloride.
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. In organic synthesis the compound is used for the introduction of the methoxymethyl (MOM) protecting group.
It is a kind of chloroalkyl ether and, like its congeners, often employed in organic synthesis to protect alcohols. They are usually derived from 2-methoxymethyl chloride. [1] [2] Closely related to MOM ethers are methoxyethoxymethoxy (MEM) protecting groups, introduced using 2-methoxyethoxymethyl chloride. The MEM protecting groups are more ...
2-Methoxyethoxymethyl chloride is an organic compound with formula CH 3 OCH 2 CH 2 OCH 2 Cl. A colorless liquid, it is classified as a chloroalkyl ether. It is used as an alkylating agent. In organic synthesis, it is used for introducing the methoxyethoxy ether (MEM) protecting group. [2]
For example, diagrammed below is an excerpt of the synthesis of an analogue of Mitomycin C by Danishefsky. [110] Part of the synthesis of an analogue of Mitomycin C with modified reactivity through protecting-group exchange. The exchange of a protecting group from a methyl ether to a MOM-ether inhibits here the opening of an epoxide to an aldehyde.
The reagent can be prepared in two steps from triphenylphosphine.The first step is P-alkylation with chloromethyl methyl ether.. PPh 3 + CH 3 OCH 2 Cl → [CH 3 OCH 2 PPh 3]Cl. In the second step, the resulting phosphonium salt is deprotonated.
Phenols can also be MOM-protected using dimethoxymethane, p-toluenesulfonic acid. [8] Alternatively, MOMCl can be generated as a solution by treating dimethoxymethane with an acyl chloride in the presence of a Lewis acid catalyst like zinc bromide: MeOCH 2 OMe + RC(=O)Cl → MeOCH 2 Cl + RC(=O)(OMe)).
In organic chemistry, the Menshutkin reaction converts a tertiary amine into a quaternary ammonium salt by reaction with an alkyl halide.Similar reactions occur when tertiary phosphines are treated with alkyl halides.