Different Types of ReactionsA - BUseLecture 19Outline of Last Lecture I. Acid Catalyzed Dehydration of Alcoholsa. Example (E1 mechanism)b. Dehydration of 1° alcoholsCHEM 333 1st EditionI. Alkyne SynthesisII. Acetylide SubstitutionHydrogenation of Alkenes (review)III. Alkyne ReductionIV. Organic SynthesisOutline of Current LectureI. Addition to AlkenesII. Regioselective Addition of HX (#1)III. Acid Catalyzed Hydration (#2)IV. Addition of Cl2 or Br2 (#3)Current LectureI. Addition to AlkenesII.Different Types of Reactions A - B Use#1 H - X HX (HCl, HBr)Different Types of Reactions A - B Use#2 H - OH H2O, H2SO4#3 Br - Br Br2 (Cl2)#4 Br - OH Br2, H2O#5 Hg - OH Hg(OAc)2, H2O#6 B - H BH3#7 HO - OH OsO4#8 H - H H2III.IV. Regioselective Addition of HX (#1): regioselective means you get one product out of the two possiblea. Example: Cl goes to the more substituted carbon (Markovnikov product)b.c. Example:d.i. Mechanism:ii.a. Markovnikov Rule: get more stable carbocation, therefore, X goes to more substituted carbonb. Example:c.d. Example: Carbocation forms - rearrangement can occure.I. Acid Catalyzed Hydration (#2): acid is usually H2SO4. H2O adds to alkene to get alcohol.a. Example: OH goes to more substituted C. Markovnikov addition of OH.b.c. Example:d.II. Addition of Cl2 or Br2 (#3):a. Example:b.c.
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