In electrophilic aromatic substitution reactions, existing substituent groups on the aromatic ring influence the overall reaction rate or have a directing...
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Electrophilic aromatic substitution (SEAr) is an organic reaction in which an atom that is attached to an aromatic system (usually hydrogen) is replaced...
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protecting groups can be used to prevent electrophilic aromatic substitution. They can also be installed as directing groups to affect the position where a substitution...
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Nitration (redirect from Aromatic nitration)
Regioselectivity is strongly affected by substituents on aromatic rings (see electrophilic aromatic substitution). For example, nitration of nitrobenzene...
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Directed ortho metalation (DoM) is an adaptation of electrophilic aromatic substitution in which electrophiles attach themselves exclusively to the ortho-...
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trifluoromethyl groups to chemical compounds is actively pursued in academic research. The first to investigate trifluoromethyl groups in relationship...
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Borylation (section Aromatic C–H borylation)
contrast to Electrophilic aromatic substitution where regioselectivity is governed by electronic effects. The synthetic importance of aromatic C–H borylation...
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Thiazole (category Aromatic bases)
exchange from 2-bromothiazole. Electrophilic aromatic substitution at C5 but require activating groups such as a methyl group, as illustrated in bromination:...
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Electrophilic fluorination is the combination of a carbon-centered nucleophile with an electrophilic source of fluorine to afford organofluorine compounds...
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assistance from the meta-directing group influencing the positioning of the incoming substituent. For example, the electrophilic aromatic nitration of 1-methyl-3-nitrobenzene...
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Arene substitution pattern (redirect from Aromatic ortho position)
electrophilic aromatic substitution. Trimethylsilyl, tert-butyl, and isopropyl groups can form stable carbocations, hence are ipso directing groups....
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Meta-selective C–H functionalization (section Meta-alkylation achieved by remote ortho-ruthenation and electrophilic-type substitution)
Taking the well-known Friedel–Craft electrophilic aromatic substitution as example, electron donating groups direct the electrophile to ortho-/para-position...
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Boronic acid (category Functional groups)
large excess using the cheaper pinacolborane: Unlike in ordinary electrophilic aromatic substitution (EAS) where electronic effects dominate, the regioselectivity...
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Electrophile (redirect from Electrophilic)
takes the form of 3 main steps shown below; Forming of a π-complex The electrophilic Br-Br molecule interacts with electron-rich alkene molecule to form...
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undesired side reactions with electrophilic attack, isomerization or catalytic hydration. For alkenes two protecting groups are basically known: Temporary...
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functional groups are electron withdrawing, during an electrophilic aromatic substitution reaction of nitration, substituents are directed to a meta position...
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which is treated with a mixture of iodine and nitric acid in an electrophilic aromatic substitution. The resulting mixture of o and p-iodotoluene is then...
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a type of fluorination reaction, complementary to nucleophilic and electrophilic approaches. It involves the reaction of an independently generated carbon-centered...
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Organic chemistry (section Aromatic compounds)
to increased electrophilicity with lower pKa and increased nucleophile strength with higher pKa. More basic/nucleophilic functional groups desire to attack...
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Indole (category Simple aromatic rings)
caused by this protonation. The most reactive position on indole for electrophilic aromatic substitution is C3, which is 1013 times more reactive than benzene...
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toward electrophilic aromatic substitution. The enhanced nucleophilicity is attributed to donation pi electron density from O into the ring. Many groups can...
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Benzoic acid (section Aromatic ring)
Reactions of benzoic acid can occur at either the aromatic ring or at the carboxyl group. Electrophilic aromatic substitution reaction will take place mainly...
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nucleophilic aromatic substitution reaction) or unfunctionalized arenes in the presence of a Brønsted or Lewis acid (an electrophilic aromatic substitution...
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formation of this highly electrophilic species drives the formation of the Wheland intermediate, a key step in the electrophilic aromatic addition mechanism...
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developed. Generally, such methods are classified into two classes. Electrophilic fluorination rely on sources of "F+". Often such reagents feature N–F...
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Pyridine (category Aromatic bases)
distinguished for three chemical groups. With electrophiles, electrophilic substitution takes place where pyridine expresses aromatic properties. With nucleophiles...
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the leaving group, usually a proton, is split off and the aromaticity is restored. An alternative to aromatic substitution is electrophilic aliphatic substitution...
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amines to form C-N bonds, ether linked dimers, or C-C bonds via electrophilic aromatic substitution at the methylium. The reaction of the ruthenocenylmethylium...
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In chemistry, an acyl group is a moiety derived by the removal of one or more hydroxyl groups from an oxoacid, including inorganic acids. It contains...
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is complementary to electrophilic aromatic substitution. The Sandmeyer reaction is an example of a radical-nucleophilic aromatic substitution (SRNAr)...
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