Transcript CHEM 2211 Organic Chemistry I: Chapter 7 Summary of Reactions

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
Electrophilic Aromatic substitution (EAS) Reactions
Bromination
Note: All species shown underneath the arrows
in these EAS reactions are catalytic in their activity.
Electrophilic Aromatic substitution (EAS) Reactions
Chlorination
Electrophilic Aromatic substitution (EAS) Reactions
Nitration
Electrophilic Aromatic substitution (EAS) Reactions
Sulfonation
Electrophilic Aromatic substitution (EAS) Reactions
Friedel-Crafts Alkylation
Electrophilic Aromatic substitution (EAS) Reactions
Friedel-Crafts Alkylation
Reduction of aromatic nitro groups
Oxidation of alkylbenzene side chains
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).
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.