Organic Chemistry · free preview

Chapter 18: Review and Practice

This chapter has finished the coverage of functional groups with C–O and C–S single bonds, focusing primarily on ethers, epoxides, thiols, and sulfides. Ethers are compounds that have two organic groups bonded to the same oxygen atom, ROR′.

1. This chapter has finished the coverage of functional groups

This chapter has finished the coverage of functional groups

2. Chemistry Matters — Epoxy Resins and Adhesives

Chemistry Matters — Epoxy Resins and Adhesives

3. When an epoxide is to be used, a basic curing agent such as

When an epoxide is to be used, a basic curing agent such as

4. Summary of Reactions

Summary of Reactions

5. Additional Problems

Additional Problems

6. Problem 18-23 (a) (b) Problem 18-24 (a) (b) Problem 18-25 (a

Problem 18-23 (a) (b) Problem 18-24 (a) (b) Problem 18-25 (a

7. Problem 18-27 (a) (b) Problem 18-28 (a) (b) Problem 18-29 In

Problem 18-27 (a) (b) Problem 18-28 (a) (b) Problem 18-29 In

8. Problem 18-31 Treatment of 1,1-diphenyl-1,2-epoxyethane with

Problem 18-31 Treatment of 1,1-diphenyl-1,2-epoxyethane with

9. Problem 18-35 The herbicide acifluorfen can be prepared by a

Problem 18-35 The herbicide acifluorfen can be prepared by a

10. Problem 18-39 Give IUPAC names for the following structures:

Problem 18-39 Give IUPAC names for the following structures:

11. Problem 18-43 Treatment of trans-2-chlorocyclohexanol with N

Problem 18-43 Treatment of trans-2-chlorocyclohexanol with N

12. Problem 18-47 Write the mechanism of the hydrolysis of cis-5

Problem 18-47 Write the mechanism of the hydrolysis of cis-5

13. Problem 18-51 Epoxides are reduced by treatment with lithium

Problem 18-51 Epoxides are reduced by treatment with lithium

14. Problem 18-55 (a) C_{\text{5}}H_{\text{12}}S (An –SH proton

Problem 18-55 (a) C_{\text{5}}H_{\text{12}}S (An –SH proton

15. Problem 18-59 Meerwein’s reagent, triethyloxonium tetrafluor

Problem 18-59 Meerwein’s reagent, triethyloxonium tetrafluor

16. Problem 18-63 Disparlure, C_{\text{19}}H_{\text{38}}O, is a

Problem 18-63 Disparlure, C_{\text{19}}H_{\text{38}}O, is a

17. Problem 18-67 (a) C_{\text{4}}H_{\text{10}}O_{\text{2}} _{\t

Problem 18-67 (a) C_{\text{4}}H_{\text{10}}O_{\text{2}} _{\t

18. Key Terms

Key Terms

19. - mercapto group - sulfide (R–S–R′) - sulfone - sulfonium io

  • mercapto group - sulfide (R–S–R′) - sulfone - sulfonium io

20. - sulfoxide - thiol - thiolate ion (RS–) - Williamson ether

  • sulfoxide - thiol - thiolate ion (RS–) - Williamson ether

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