CHEM-212 Chapter Notes - Chapter 12: Allyl Group, Benzyl Group, Hydrohalogenation

Multiple choice questions are each 2 points. Unless otherwise indicated, all other questions are 4 points 1、 In an addition reaction to an alkene, the π bond plays the role of A) electrophile B) nucleophile C) leaving group D) A and B E) B and c 2. Addition reactions of alkenes are characterized by: A) formation of a π bond C) breaking of a π bond E) B and C B) addition of two groups across a double bond D) A and B 3. The expected Markovnikov addition product of HI to 2-methyl-2-butene is: B) 2-iodo-3-methylbutane E) 2-iodo-2-methylbutane C) 1-iodo-2-methylbutane A) 2-iodopentane D) 1-iodo-3-methylbutane (6 points) Draw a detailed mechanism for the following reaction. Include arrows showing electron movement, the intermediate (in brackets), and final product. 4. HX 5. What is the expected major product upon reaction of 1-pentene with Cl,? A) 1-chloropentaneB) 2-chloropentane C) 1,1-dichloropentane D) 1,2-dichloropentane E) 2,2-dichloropentane 6. Which of the following carbocations is (are) likely to undergo rearrangement through a methyl shift? A) I B) 1 C) II D) I and I E) I and II 7. Surprisingly, reaction of an alkene with HBr in the presence of a peroxide (ROOR) changes the mechanism and results in anti-Markonikov addition across the double bond. With that in mind, complete the following reaction showing the major organic product... HBr ROOR