Organic Chemistry · free preview

Chapter 14: Review and Practice

The unsaturated compounds we’ve looked at previously have had only one double bond, but many compounds have numerous sites of unsaturation, which gives them some distinctive properties. Many such compounds are common in nature, including pi

1. The unsaturated compounds we’ve looked at previously have ha

The unsaturated compounds we’ve looked at previously have ha

2. Ultraviolet (UV) spectroscopy is a method of structure deter

Ultraviolet (UV) spectroscopy is a method of structure deter

3. Chemistry Matters — Photolithography

Chemistry Matters — Photolithography

4. The polymer resist currently used in chip manufacturing is b

The polymer resist currently used in chip manufacturing is b

5. Summary of Reactions

Summary of Reactions

6. Additional Problems

Additional Problems

7. Problem 14-20 (a) (b) (c) Problem 14-21 We’ve seen that the

Problem 14-20 (a) (b) (c) Problem 14-21 We’ve seen that the

8. Problem 14-24 A useful diene in the synthesis of many natura

Problem 14-24 A useful diene in the synthesis of many natura

9. Problem 14-28 Electrophilic addition of Br_{\text{2}} to iso

Problem 14-28 Electrophilic addition of Br_{\text{2}} to iso

10. Problem 14-32 2,3-Di-tert-butyl-1,3-butadiene does not under

Problem 14-32 2,3-Di-tert-butyl-1,3-butadiene does not under

11. Problem 14-36 Reaction of isoprene (2-methyl-1,3-butadiene)

Problem 14-36 Reaction of isoprene (2-methyl-1,3-butadiene)

12. Problem 14-40 (a) (b) (c) (d) Problem 14-41 Show the product

Problem 14-40 (a) (b) (c) (d) Problem 14-41 Show the product

13. Problem 14-44 (a) (b) (c) Problem 14-45 (a) (b) (c) Problem

Problem 14-44 (a) (b) (c) Problem 14-45 (a) (b) (c) Problem

14. Problem 14-48 1,3,5-Hexatriene has λ_{\text{max}} = 258 nm.

Problem 14-48 1,3,5-Hexatriene has λ_{\text{max}} = 258 nm.

15. Problem 14-52 Treatment of 3,4-dibromohexane with strong bas

Problem 14-52 Treatment of 3,4-dibromohexane with strong bas

16. Problem 14-56 The triene shown here reacts with 2 equivalent

Problem 14-56 The triene shown here reacts with 2 equivalent

17. Problem 14-60 Ergosterol, a precursor of vitamin D, has λ_{\

Problem 14-60 Ergosterol, a precursor of vitamin D, has λ_{\

18. Problem 14-64 The double bond of an enamine (alkene + amine)

Problem 14-64 The double bond of an enamine (alkene + amine)

19. Key Terms

Key Terms

20. - dienophile - endo - exo - highest occupied molecular orbit

  • dienophile - endo - exo - highest occupied molecular orbit

21. - kinetic control - lowest unoccupied molecular orbital (LUM

  • kinetic control - lowest unoccupied molecular orbital (LUM

22. - stereospecific - thermodynamic control - ultraviolet (UV)

  • stereospecific - thermodynamic control - ultraviolet (UV)

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