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CHEM 2211 Organic Chemistry I: Chapter 8 Summary of Reactions Know these!!!!! Slides 2-7 show the EAS reactions Slides 8-10 show the side chain reactions
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Electrophilic Aromatic substitution (EAS) Reactions Bromination
Note: All species shown underneath the arrows in these EAS reactions are catalytic in their activity.
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Electrophilic Aromatic substitution (EAS) Reactions Chlorination
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Electrophilic Aromatic substitution (EAS) Reactions Nitration
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Electrophilic Aromatic substitution (EAS) Reactions Sulfonation
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Electrophilic Aromatic substitution (EAS) Reactions Friedel-Crafts Alkylation
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Electrophilic Aromatic substitution (EAS) Reactions Friedel-Crafts Alkylation
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Reduction of aromatic nitro groups
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Oxidation of alkylbenzene side chains
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Reduction of aromatic alkyl ketones
This is a useful method to place an alkyl group onto a benzene ring without the problems of rearrangement (which could be observed in F/C alkylation reactions).
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Other useful infomation
Make sure that you know the directing and activating/deactivating effects of each different group in these reactions (Figure 8.15); This does not mean that you need to memorize this whole table. Remember that Friedel-Crafts reactions are somewhat limiting, in that they will not work on a strongly deactivated benzene ring (Figure 8.12); this is of high importance when developing a synthetic procedure. Take a look at Table 8.2 for another representation of substituent effects in EAS reactions.
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