The Organic Chemist's Book of Orbitals - 1st Edition - ISBN: 9780123902504, 9780323155960

The Organic Chemist's Book of Orbitals

1st Edition

eBook ISBN: 9780323155960
Imprint: Academic Press
Published Date: 28th May 1973
Page Count: 320
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The Organic Chemist's Book of Orbitals focuses on the mechanisms, stereochemistry, and reactivity of molecular orbitals. Composed of four chapters, the book outlines how molecular orbitals are created by delocalization. Concerns include CC and CH single-bond orbitals; bond orbitals and group orbitals; and the localized orbitals of CH2 and CH3 groups. Schematic diagrams are presented to show the nature, reactions, and compositions of molecular orbitals. The text offers a list of molecules and orbital occupancies. Orbital drawings are presented to show the differences of the molecular orbitals of hydrogen, water, ammonia, methane, nitrogen, carbon monoxide, and acetylene. The book also provides an index of references for the molecular geometries and orbital energies employed in the orbital drawings. Considering the weight of data presented, the book is a great find for readers interested in studying molecular orbitals.

Table of Contents


I. How Molecular Orbitals are Built by Delocalization: A Unified Approach Based on Bond Orbitals and Group Orbitals

1. Bond Orbitals and Group Orbitals

2. CC Single-Bond Orbitals

3. CC Double-Bond Orbitals

4. CH Single-Bond Orbitals

5. The Localized Orbitals of a CH2 Group

6. The Localized Orbitals of a CH3 Group

7. How Localized Orbitals Interact to Create Delocalized Combinations. General Rules for the Interaction between Orbitals of Different Energy

8. Ethylene

9. Analogy between the σ Delocalized Orbitals of a Hydrocarbon Skeleton and the π Delocalized Orbitals of Conjugated Chains

10. The "π" Orbitals of Ethane

11. Cyclopropane

12. An Alternative Description: Walsh Orbitals

13. The σ Orbitals of Benzene

14. Does Distance Affect the Interaction between Localized Orbitals? Cyclobutane

15. Through-Bond Interactions: Para-Benzyne and Pyrazine

16. Are the Interactions between Localized Group Orbitals Useful in Predicting the Chemical Properties of Molecules? The Ethyl Cation and n-Propyl Cation

17. The Vinyl Cation

18. The Cyclopropylcarbinyl Cation

19. Methylenecyclopropane and Cyclopropanone

20. Introduction of Heteroatoms: The Effect of an Electronegativity Perturbation

21. The Reactivity of Cyclopropene and Diazirine

22. Equivalence and Nonequivalence of Lone-Pairs. Water and Methyl Fluoride

23. Conclusion. Application to the Construction of Frontier Orbitals and to Correlation Diagrams

24. Additional Reading

II. Basic Data Concerning the Orbital Drawings in Chapter III

1. Notation

2. Computational Details

III. Three-Dimensional Molecular Orbitals

Listing of Molecules and Orbital Occupancies

Orbital Drawings

IV. Index of References

Geometries and Orbital Energies

Subject Index


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© Academic Press 1973
Academic Press
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