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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.
Chemical structure of chloromethyl methyl ether (MOM-Cl) Chloroalkyl ethers are a class of organic compounds with the general structure R-O-(CH 2) 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 C H 3 OCH 2 Cl.
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. [CH 3 OCH 2 PPh 3]Cl + LiNR 2 → CH 3 OCH=PPh 3 + LiCl + HNR 2. In place of chloromethyl methyl ether, a mixture of methylal and acetyl chloride can be used.
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 ...
The Blanc chloromethylation (also called the Blanc reaction) is the chemical reaction of aromatic rings with formaldehyde and hydrogen chloride to form chloromethyl arenes. The reaction is catalyzed by Lewis acids such as zinc chloride. [1] The reaction was discovered by Gustave Louis Blanc (1872-1927) in 1923. [2] [3] Blanc chloromethylation
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]
Reaction mechanism for the amine formation from a carboxylic acid via Schmidt reaction. In the reaction mechanism for the Schmidt reaction of ketones , the carbonyl group is activated by protonation for nucleophilic addition by the azide, forming azidohydrin 3 , which loses water in an elimination reaction to diazoiminium 5.
Organic Synthesis requires many steps to separate and purify products. Depending on the chemical state of the product to be isolated, different techniques are required. For liquid products, a very common separation technique is liquid–liquid extraction and for solid products, filtration (gravity or vacuum) can be used.