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Chapter 4: Aromatic Compounds Bitter almonds are the source of the aromatic compound benzaldehyde

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Page 1: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

Chapter 4: Aromatic Compounds

Bitter almonds are the source of the aromatic compound benzaldehyde

Page 2: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

Sources of Benzene

Page 3: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

Some Facts About Benzene

Reacts mainly by substitution

Page 4: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

Friedrich August Kekule’

Page 5: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

The Orbital Model for Benzene

Symbols for Benzene

Page 6: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

Nomenclature of Aromatic Compounds

Monosubstituted benzenes with common names

Page 7: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

Monosubstituted benzenes that do not have common names

Page 8: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

When two substituents are present, we use prefixes ortho-, meta-, and para-, usually abbreviated as o-, m-, and p-, respectively.

Page 9: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes
Page 10: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

For more than two substituents, their positions are designated by numbering the ring.

Page 11: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

Aromatic hydrocarbons, as a class called Arenes (Ar) the aryl groups are therefore aromatic substituents.

Page 12: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

The symbol Ph is sometimes used as an abbreviation for phenyl group

Page 13: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

Name the following structures

Page 14: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

The Resonance Energy of Benzene

Page 15: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

Electrophilic Aromatic Substitution

Page 16: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes
Page 17: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes
Page 18: Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes