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In organic chemistry, a methoxy group is the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula R−O−CH 3 . On a benzene ring , the Hammett equation classifies a methoxy substituent at the para position as an electron-donating group , but as an electron-withdrawing group if at the meta position.
The methoxy group is an ortho/para directing group, which means that electrophilic substitution preferentially occurs at these three sites. The enhanced nucleophilicity of anisole vs. benzene reflects the influence of the methoxy group, which renders the ring more electron-rich.
In chemistry, the alkoxy group is an alkyl group which is singularly bonded to oxygen; thus R−O. Denoted usually with apostrophe('). The range of alkoxy groups is vast, the simplest being methoxy (CH 3 O−). [1] An ethoxy group (CH 3 CH 2 O−) is found in the organic compound ethyl phenyl ether (C 6 H 5 OCH 2 CH 3, also known as ethoxybenzene).
An electron donating group (EDG) or electron releasing group (ERG, Z in structural formulas) is an atom or functional group that donates some of its electron density into a conjugated π system via resonance (mesomerism) or inductive effects (or induction)—called +M or +I effects, respectively—thus making the π system more nucleophilic.
For meta-directing groups (electron withdrawing group or EWG), σ meta and σ para are more positive than σ’. (The superscript, c, in table denotes data from Hammett, 1940. [11] [page needed]) For ortho-para directing groups (electron donating group or EDG), σ’ more positive than σ meta and σ para.
Methoxy group (H 3 CO–) This page was last edited on 12 August 2023, at 19:23 (UTC). Text is available under the Creative Commons Attribution-ShareAlike 4.0 ...
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The +M effect, also known as the positive mesomeric effect, occurs when the substituent is an electron donating group. The group must have one of two things: a lone pair of electrons, or a negative charge. In the +M effect, the pi electrons are transferred from the group towards the conjugate system, increasing the density of the system.