Reactions of Alkenes - Problem Set II Answers | CHEM 30B, Assignments of Organic Chemistry

Download Reactions of Alkenes - Problem Set II Answers | CHEM 30B and more Assignments Organic Chemistry in PDF only on Docsity! Chem 30B Problem Set II Answers 1-22-02 Reactions of Alkenes It is good practice to work through reactions you are not familiar with. If a question addresses a reaction that has not been presented in lecture or the text, feel free to skip it, but if you have time you should at least make an attempt. 1) What will be the major product of the reaction of 2-methyl-2-butene with each of the following reagents? (Hint: even if you are unfamiliar with a set of reagents, you can draw out the general mechanism for addition to alkenes to figure it out) a. Br CH2CH3 b. Br c. I CH2CH3 d. Cl I e. f. Cl CH2CH3 g. OH CH2CH3 h. OH CH2CH3 i. Br Br j. OH Br k. OCH3 Br l. OH m. OCH3 CH2CH3 2) When 3-methyl-1-butene reacts with HBr, two alkyl halides are formed, 2-bromo- 3-methylbutane and 2-bromo-2-methylbutane. Propose a reasonable mechanism that accounts for the formation of these products. H-Br H3C H3C CH3H H3C H3C CH3H H3C H3C CH2H Br- H3C H3C CH3 HH3C H3C CH3H Br Br- H3C H3C CH3Br H 3) Provide the reagents necessary to convert allyl-cyclohexane to each of the following: a. Br2 e. Br2/H2O b. H2/Pt0 f. CH3OH/H+ c. HBr g. H3O+ d. HBr/Peroxide h. 1. BH3 2.H2O2/HO-- 4) How could you prepare the following compounds starting from any alkene and any other reagents? a. H2 Pd/C d. H3O+ b. HCl e. Br2/H2O c. HBr/Peroxide f. Cl2 xs. NaBr