26. Aromatic Substitution in Synthesis: Friedel-Crafts and Moses Gomberg

Update: 2012-04-02

Description

The Friedel-Crafts reaction creates new alkyl- or acyl-aromatic bonds, with or without cation rearrangement. Designing reaction sequences, especially those involving diazonium intermediates, so as to access a wide variety of substituted benzenes provides a good introduction to the challenges of synthetic organic chemistry. Aromatic rings with strong electron withdrawal can undergo nucleophilic aromatic substitution, which plays an important role in biochemistry. The special properties of phenyl-substituted alkanes, especially benzylic reactivity and steric hindrance, played an important role in the development of organic chemistry a century ago.

Complete course materials are available at the Open Yale Courses website: http://oyc.yale.edu

This course was recorded in Spring 2011.

Comments

In Channel

34. Acids and Acid Derivatives

2012-04-0250:28

27. Triphenylmethyl and an Introduction to Carbonyl Chemistry

2012-04-0200:02

6. Brønsted Acidity and the Generality of Nucleophilic Substitution

2012-04-0200:02

38. Review: Synthesis of Cortisone

2012-04-0200:03

37. Proving the Configuration of Glucose and Synthesizing Two Unnatural Products

2012-04-0200:03

36. [gr]α-Reactivity and Condensation Reactions

2012-04-0200:03

33. Green Chemistry. Acids and Acid Derivatives

2012-04-0200:02

35. Acyl Insertions and [gr]α-Reactivity

2012-04-0200:02

32. Measuring Bond Energies: Guest Lecture by Prof. G. Barney Ellison

2012-04-0200:02

30. Oxidation States and Mechanisms

2012-04-0200:02

31. Periodate Cleavage, Retrosynthesis, and Green Chemistry

2012-04-0200:02

29. Imines and Enamines. Oxidation and Reduction

2012-04-0200:03

28. Mechanism and Equilibrium of Carbonyl Reactions

2012-04-0200:02

26. Aromatic Substitution in Synthesis: Friedel-Crafts and Moses Gomberg

2012-04-0200:03

25. C-13 and 2D NMR. Electrophilic Aromatic Substitution

2012-04-0200:03

24. Higher-Order Effects, Dynamics, and the NMR Time Scale

2012-04-0200:03

23. Diamagnetic Anisotropy and Spin-Spin Splitting

2012-04-0200:02

22. Medical MRI and Chemical NMR

2012-04-0200:02

21. Functional Groups and Fingerprints in IR Spectroscopy. Precession of Magnetic Nuclei

2012-04-0200:03

20. Electronic and Vibrational Spectroscopy

2012-04-0200:02

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26. Aromatic Substitution in Synthesis: Friedel-Crafts and Moses Gomberg

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26. Aromatic Substitution in Synthesis: Friedel-Crafts and Moses Gomberg

J. Michael McBride

26. Aromatic Substitution in Synthesis: Friedel-Crafts and Moses Gomberg