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Electrophilic Aromatic Substitution
| Content Provider | Semantic Scholar |
|---|---|
| Author | Cockerill, Anthony F. Harrison, Roger Garrick |
| Copyright Year | 2007 |
| Abstract | Electrophilic Aromatic Substitution: a reaction in which the hydrogen atom of an aromatic ring is replaced as a result of an electrophilic attack on the aromatic ring Here are three general steps to an electrophilic aromatic substitution: 1. Attack of the electrophile on the aromatic ring, creating a resonance-stabilized carbocation called an arenium ion. We lose aromaticity in this step, so the energy of activation is high. Furthermore, this is the rate-determining step of the reaction because of the disruption of aromaticity. 2. Deprotonation of the arenium ion by a weak base to regain aromaticity Arenium ion: an ion that is the result of an electrophilic attack on a benzene ring General structure of an arenium ion: The arenium ion is a hybrid resonance structure. Here are three general resonance contributors of an arenium ion: |
| Starting Page | 309 |
| Ending Page | 333 |
| Page Count | 25 |
| File Format | PDF HTM / HTML |
| DOI | 10.1002/9780470319017.ch7 |
| Alternate Webpage(s) | http://www.chem.ucla.edu/~harding/notes/notes_14D_EAS01.pdf |
| Alternate Webpage(s) | http://www.chem.ucla.edu/harding/notes/notes_14D_EAS01.pdf |
| Alternate Webpage(s) | http://www.chm.wright.edu/feld/chm216/CHM%20216%20Ex%204%20Nitration.pdf |
| Alternate Webpage(s) | http://academics.keene.edu/rblatchly/OrgoCommon/hand/aromatic/EASBasics.pdf |
| Alternate Webpage(s) | https://doi.org/10.1002/9780470319017.ch7 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |