APPENDIX A 783 A-8. CH CHCCHBr A-9. Step 1: Protonation H—OH Step 2: Dissociation Step 3: Deprotonation OH t Ho HH A-10. NaOCH,CH A-11 A-12. Cis isomer (CH3),CH (CH3),CH Cl Trans isomer. CH(CH3)2 (CH3)2CH The trans isomer will react faster because its most stable conformation(with the isopropyl group equatorial) has an axial Cl able to undergo E2 elimination A-13. Rearrangement(hydride migration) occurs to form a more stable carbocation HH Back Forward Main Menu TOC Study Guide Toc Student OLC MHHE WebsiteAPPENDIX A 783 A-8. A-9. Step 1: Protonation Step 2: Dissociation Step 3: Deprotonation A-10. A-11. A-12. Cis isomer: Trans isomer: The trans isomer will react faster because its most stable conformation (with the isopropyl group equatorial) has an axial Cl able to undergo E2 elimination. A-13. Rearrangement (hydride migration) occurs to form a more stable carbocation. H3PO4 H OH H OH2 H H2O Cl (CH3)2CH CH(CH3)2 Cl (CH Cl 3)2CH (CH3)2CH Cl H Br CH3 CH3 Br CH3O NaOCH2CH3 CH3CH2OH Br (major) H H OH2 H3O OH2 H2O OH H OH2 OH2 CH CH2Br 3CH2C CH3 CH3 Back Forward Main Menu TOC Study Guide TOC Student OLC MHHE Website