Which reagents follow Markovnikov's Rule? Reagents sheet provided on exam. Some changes to the reagent sheet may occur. NaOMe КОBu or KOC(CH)з 1. TsCl, pyridine 2. nucleophile HBr H;SO: (concentrated, sometimes shown with heat or A) NaNH (or NaH) NANH2 (excess) 1. NANH2 (3 eq) H2, Pt (or Pd) H2, Lindlar Na, NH3 HgSO4, H,SO4, H2O 1. R,BH (like (sia),BH or 9-BBN) 2. H,O2, NaOH HBr (1 eq) 2. Н.О H2, Pt (or Pd) X2 like Br2 Br2, H,O H2SO4, H2O (or "dilute sulfuric acid," or H;O*, or H*, H2O) HBr 1. Hg(OAc), H,о 1. BH, | 1. O. | 1. OsO4 mcpba (or RCO,H) HBr (excess, or 2 eq) Br2 (1 eq) Br, (excess, or 2 eq) Br2, hv 2. NaBH4 2. H,О, NaOH 2. DMS ((CH3)2S) (or Zn/H2O) 2. NaHSO3, H2O HBr, ROOR

Which reagents follow Markovnikov's Rule? Reagents sheet provided on exam. Some changes to the reagent sheet may occur. NaOMe КОBu or KOC(CH)з 1. TsCl, pyridine 2. nucleophile HBr H;SO: (concentrated, sometimes shown with heat or A) NaNH (or NaH) NANH2 (excess) 1. NANH2 (3 eq) H2, Pt (or Pd) H2, Lindlar Na, NH3 HgSO4, H,SO4, H2O 1. R,BH (like (sia),BH or 9-BBN) 2. H,O2, NaOH HBr (1 eq) 2. Н.О H2, Pt (or Pd) X2 like Br2 Br2, H,O H2SO4, H2O (or "dilute sulfuric acid," or H;O, or H, H2O) HBr 1. Hg(OAc), H,о 1. BH, | 1. O. | 1. OsO4 mcpba (or RCO,H) HBr (excess, or 2 eq) Br2 (1 eq) Br, (excess, or 2 eq) Br2, hv 2. NaBH4 2. H,О, NaOH 2. DMS ((CH3)2S) (or Zn/H2O) 2. NaHSO3, H2O HBr, ROOR

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 23E

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