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The use of the prefixes ortho, meta and para to distinguish isomers of disubstituted aromatic rings starts with Wilhelm Körner in 1867, although he applied the ortho prefix to a 1,4-isomer and the meta prefix to a 1,2-isomer.
There are 2 ortho positions, 2 meta positions and 1 para position on benzene when a group is attached to it. When a group is an ortho / para director with ortho and para positions reacting with the same partial rate factor, we would expect twice as much ortho product as para product due to this statistical effect.
Both the regioselectivity—the diverse arene substitution patterns—and the speed of an electrophilic aromatic substitution are affected by the substituents already attached to the benzene ring. In terms of regioselectivity, some groups promote substitution at the ortho or para positions, whereas other groups favor substitution at the meta ...
There are three main ortho effects in substituted benzene compounds: Steric hindrance forces cause substitution of a chemical group in the ortho position of benzoic acids become stronger acids. Steric inhibition of protonation caused by substitution of anilines to become weaker bases, compared to substitution of isomers in the meta and para ...
Activators are known as ortho-para directors, and deactivators are known as meta directors. [9] Upon reacting, substituents will be added at the ortho, para or meta positions, depending on the directivity of the current substituents to make more complex benzene derivatives, often with several isomers.
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.
There are three substitution patterns: ortho-terphenyl, meta-terphenyl, and para-terphenyl. Commercial grade terphenyl is generally a mixture of the three isomers. This mixture is used in the production of polychlorinated terphenyls, which were formerly used as heat storage and transfer agents. [2]
Monosubstituted phenyl groups (that is, disubstituted benzenes) are associated with electrophilic aromatic substitution reactions and the products follow the arene substitution pattern. So, a given substituted phenyl compound has three isomers, ortho (1,2-disubstitution), meta (1,3-disubstitution) and para (1,4-disubstitution). A disubstituted ...