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The inductive effect acts like that for the carboxylate anion but in the opposite direction (i.e. it produces small positive charges on the ortho and para positions but not on the meta position and it destabilises the Wheland intermediate.) Hence these groups are deactivating and meta directing:
In organic chemistry, a directing group (DG) is a substituent on a molecule or ion that facilitates reactions by interacting with a reagent.The term is usually applied to C–H activation of hydrocarbons, where it is defined as a "coordinating moiety (an 'internal ligand'), which directs a metal catalyst into the proximity of a certain C–H bond."
Groups with unshared pairs of electrons, such as the amino group of aniline, are strongly activating (some time deactivating also in case of halides) and ortho/para-directing by resonance. Such activating groups donate those unshared electrons to the pi system, creating a negative charge on the ortho and para positions.
Positions on an aromatic ring relative to the R group. In chemistry, meta is a prefix, used for systematic names in IUPAC nomenclature. It has several meanings. [1] In organic chemistry, meta indicates the positions of substituents in aromatic cyclic compounds. The substituents have the 1,3-positions, for example in resorcinol.
The ortho effect also occurs when a meta-directing group is positioned in a meta arrangement relative to an ortho–para-directing group, a new substituent introduced into the molecule tends to preferentially occupy the ortho position relative to the meta-directing group rather than the para position.
An acetate is a salt formed by the combination of acetic acid with a base (e.g. alkaline, earthy, metallic, nonmetallic or radical base). "Acetate" also describes the conjugate base or ion (specifically, the negatively charged ion called an anion) typically found in aqueous solution and written with the chemical formula C 2 H 3 O − 2.
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Trimethylsilyl, tert-butyl, and isopropyl groups can form stable carbocations, hence are ipso directing groups. Meso-substitution refers to the substituents occupying a benzylic position. It is observed in compounds such as calixarenes and acridines. Peri-substitution occurs in naphthalenes for substituents at the 1 and 8 positions. [citation ...