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Assignment 9 2 Alkenes Addition Reactions Key

Alkenes Addition Reactions
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    Lecture Assignment  –   9-2 (Page 1of 5) Chemistry 8A   Assignment 9-2 (Chapter 9)  –   Answer Key Alkenes - Addition Reactions   1.Providetheprimaryproductofeachofthefollowingalkeneadditions.   ClBr Br  HBr HBr HCl   2.Provideanalkenestartingmaterialwhichcouldyieldtheproductshownundertheindicatedconditions.Theremaybemorethanoneanswer   —  trytothinkofallthepossibilities!   Br Br Cl or or  HBr HBr HCl      Lecture Assignment  –   9-2 (Page 2of 5) 3. For each of the reactions shown below, draw the structure of the major organic product. Clearly show all stereochemistry. OHOHOHOHCH 3 OHOHHCH 3 HHOOHOHOH      Lecture Assignment  –   9-2 (Page 3of 5) 2. Predict the product(s) for the following reactions (addition/elimination). Indicate stereochemistry in the product. 3. Predict the reactant (bicyclic molecule) and the reagents to yield the following products.    Lecture Assignment  –   9-2 (Page 4of 5) 4. Predict the major product(s) of the following reactions. Indicate the correct stereochemistry when necessary. 1 . Br  2  H 2 O 2 . 1 ) OsO 4  / pyridine 2 ) NaHSO 3  / H 2 OHIO 43 .CHCl 3 KOH 4 . 1 ) Hg(OAc) 2 H 2 O/THF 2 ) NaBH 45 . 1 ) hot KMnO 42 ) H 3 O +6 .Br  NaOMe / MeOH heatOHOHOHOH + exo diolendo diolOHCCHOOHBr  + Br OHClClOHOHOO+major minor E2 elimination -Br and H have to be antiperiplanar   
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