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Electrophilic Aromatic Substitution Part 1

2. Introduction. Fact: Alkenes undergo electrophilic additionAddition reaction: Increases the number of groups attached to the substrate at the expense of a pi bond . . How is the Br-Br dipole induced?. DEN = 0No bond dipole. Weak C=C/Br-Br repulsionWeak Br-Br polarization. Strong Br-Br polarization.

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Electrophilic Aromatic Substitution Part 1

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    1. 1 Electrophilic Aromatic Substitution Part 1

    2. 2

    3. 3 Addition to Benzene Pi Bonds?

    4. 4 So What It Up With Benzene?

    5. 5 Reaction and Mechanism

    6. 6 Arenium Ion Fate?

    7. 7 Reaction Name and Kinetics

    8. 8 What If Benzene Ring Has Substituent(s)?

    9. 9 Which Product is Major?

    10. 10 Which Product is Major?

    11. 11 Which Product is Major?

    12. 12 Directing Effects

    13. 13 Substituent Effects: Kinetics

    14. 14 Activating Effects

    15. 15 Activating Effects: An Exception

    16. 16 Substituent Effects: the Nitro Group (NO2)

    17. 17 Electrophilic Aromatic Substitution Part 2

    18. 18 Part 1 Summary

    19. 19 Substituent Effects: the Nitro Group (NO2)

    20. 20 Substituent Effects: the Nitro Group (NO2)

    21. 21 Directing Effects

    22. 22 Substituent Effects: Kinetics

    23. 23 Other Electrophiles: Bromination Ar-H ? Ar-Br

    24. 24 Other Electrophiles: Chlorination Ar-H ? Ar-Cl

    25. 25 What is the Electrophile?

    26. 26 Other Electrophiles: Nitration Ar-H ? Ar-NO2

    27. 27 Just Who Is In Charge Here?

    28. 28 Other Electrophiles: Sulfonation Ar-H ? Ar-SO3H (sulfonic acid)

    29. 29 Other Electrophiles: Friedel-Crafts Alkylation Ar-H ? Ar-R (R = alkyl group)

    30. 30 Other Electrophiles: Friedel-Crafts Acylation

    31. 31 Other Electrophiles: Diazo Coupling

    32. 32 EAS Application Example: Synthesis of Allura Red C

    33. 33 Synthesis of Allura Red C

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