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Aromatic Heterocyclic Compounds
Aromatic Five-Membered Heterocycles
Pyrrole is an extremely weak base
Pyrrole Also aromatic, but lone pair of electrons is delocalized, so much weaker base. =>
5-membered ring system 29
Other Heterocyclics =>
Other Heterocyclics indole benzofuran benzothiophene
Aromatic Six-Membered-Ring Heterocycles
Heterocyclic aromatic compound. Pyridine Heterocyclic aromatic compound. Nonbonding pair of electrons in sp2 orbital, so weak base, pKb = 8.8. =>
The pyridinium ion is a stronger acid than a typicalammonium ion
Quinoline and isoquinoline are knownas benzopyridines
Some Biologically Important HeterocyclesImidazole
Some Biologically Important Heterocycles
Pyrimidine has two basic nitrogens.Basic or Nonbasic? Pyrimidine has two basic nitrogens. Imidazole has one basic nitrogen and one nonbasic. Purine? =>
BILE PIGMENTS (bilirubin and biliverdin)H e m v d N C O 3 2 - D A x a t on R c F + ,
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CHE 242 Unit VII The Physical and Chemical Properties, and Reactions of Ketones, Aldehydes, and Amines CHAPTER NINETEEN Terrence P. Sherlock Burlington.
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