148 ChemActivity 10: Oxidation and Reduction Okandy hot of Foto Heo a Exercises for Part A...
ChemActivity 10: Oxidation and Reduction 149 7. Show a synthesis of each of the following target molecules from methylenecyclohexane. (Some syntheses may be only one step.) methylenecyclohexane (starting material) OH -CC-CH₂ OH OH OH _LOH OCH OH- 8 Draw the product that results when each set of reagents is mixed with methyeyclohexene 1) BHS THE HBr peroxides 2) HOOH NAOH HCI 1) Hg(OAc), THF, H2O 2) NaBH, NaOH Bry Pd 0°, dark, no peroxides Pd 1) MCPBA 2) H SO./...
150 ChemActivity 10: Oxidation and Reduction Exercises for Part B 10. Draw the products of the following reaction. 1) KMnO, (hot) 2) H,0 /HO 11. Write appropriate reagents over each reaction arrow. pt i H₂ OH KMnOy Chot ☺ H₂O/H₂O ok kMas@y Chat). i KMnty Chot) i KMnO4 cold OH OMc Pь @ It sot HECH CO O H
146 ChemActivity 10: Oxidation and Reduction Model 8: Stereoselective Oxidative Cleavage of a x Bond Synthetic Transformation 10.9: Syn Addition of Two OH Groups to ax Bond H OH но OsO4 or OH NaHSO a cold, dilute KMnO, solution, followed by KOH can be used in place of the highly toxic OsO Review of Synthetic Transformations 9.3/9.4 H HOHO OH acide ring opening eр МCРВА or 1) Кон. 2) neutrize with dilute acid basic ring opening он Critical Thinking Question...
ChemActivity 10: Oxidation and Radu 11. Draw the major organic product of each of the following reactions (always assume exces | Họcác TC–CH, - Model 5: Reduction of Alkynes H, and Pt or Pd metal will reduce both it bonds of a triple bond; however, careful use of a weaker catalyst (e.g. Lindlar catalyst) will reduce only one bond, giving either a cis or trans alkene. Synthetic Transformations 10.3-10.5: Stereoselective Alkyne Reductions H/Pt or Pd metal 107 R-cac-R HH H2/Ni,B...
ChemActivity 10: Oxidation and Reduction 145 Model 7: Primary (1°), Secondary (2°), and Tertiary (3°) Carbons The words methyl (0'), primary (1), secondary (2"), and tertiary (3) were used to describe the number of (nonhydrogen) R groups attached to a carbocation carbon (see CA 8). This same naming strategy is used to describe any carbon with one attached "heteroatom," Z (hetero other). H R Z any atom other than C or H (hetroatom) R- -z -Z н- alkyl (not H)...
ChemActivity 10: Oxidation and Reduction 145 Model 7: Primary (1°), Secondary (2°), and Tertiary (3°) Carbons The words methyl (0'), primary (1), secondary (2"), and tertiary (3) were used to describe the number of (nonhydrogen) R groups attached to a carbocation carbon (see CA 8). This same naming strategy is used to describe any carbon with one attached "heteroatom," Z (hetero other). H R Z any atom other than C or H (hetroatom) R- -z -Z н- alkyl (not H)...