CH3OC6H4CH2

CH3OC6H4CH2 refers to a chemical compound that is a derivative of anisole. The structure consists of a methoxy group (CH3O-) attached to a phenyl ring (C6H4), with a methylene group (CH2-) also attached to the phenyl ring. The position of the methylene group relative to the methoxy group can vary, leading to different isomers. Commonly, when not specified, it refers to the para-substituted isomer, 4-methoxybenzyl group. This functional group is also known as the p-methoxybenzyl group.

The 4-methoxybenzyl (PMB) group is frequently utilized in organic synthesis as a protecting group for alcohols. Its stability under various reaction conditions, including acidic and basic environments, makes it a valuable tool. The PMB group can be selectively introduced onto an alcohol using reagents like 4-methoxybenzyl chloride or bromide in the presence of a base. Its removal, or deprotection, is typically achieved through oxidative cleavage using reagents such as DDQ (2,3-dichloro-5,6-dicyano-1,4-benzoquinone) or CAN (ceric ammonium nitrate), or under acidic conditions. The presence of the electron-donating methoxy group facilitates these deprotection reactions. This protecting group strategy is important in multistep synthesis where specific functional groups need to be temporarily masked to prevent unwanted reactions.