CHEM 213 Chapter Notes - Chapter 15.7-15.8: Acyl Group, Aluminium Chloride, Acylation
20 Mar 2017
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Acyl group = cor: acylation is adding the cor group onto the molecule, two common acyl groups are acetyl (coch3) and benzoyl (coar) Friedel-crafts acylation - usually done using an acylhalide: acylhalide = cox a. k. a. acid chlorides or acid bromides. You can also do friedel-craft acylations using carboxylic acid anhydrides in a lewis acid (alcl3) In friedel-crafts acylations, acylium ions are formed from the acyl halides reacting with the lewis acids: acylium ion r c(triple bond)o and it"s resonance r c+=o. 1. acylhalide crox attacks alcl3, forming an intermediate. 2. double bond o on the intermediate kicks down, making the acylium ion and. Alcl4: this step also goes in the reverse, so both are possibilities. 3. benzene attacks the acylium ion, adding it onto the benzene and forming an arenium ion (cation) Alcl3- attacks the h, forming hcl and alcl3, and making an aryl ketone.
