Week_2.1_PurpleBook_Answers

Week_2.1_PurpleBook_Answers - 32 Alkenes: Isomers and...

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Alkenes: Isomers and Nomenclature 1. There are 6 unique alkene isomers of the hydrocarbon C 5 H 10 . Draw each of these isomers, and provide a systematic name for each. 1-pentene (E)-2-pentene (Z)-2-pentene 2-methyl-1-butene 2-methyl-2-butene 3-methyl-1-butene (Z)-3-propyl-2-heptene 3. Provide a systematic name for the following alkene. 2. For the three alkenes above which are various isomers of pentene, rank them in order of stability. Explain your ranking. most stable (more subst. double bond) least stable (less substituted double bond) less stable (cis alkene is slightly less stable) Week 2 32
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Carbocation Formation and Rearrangement 1. Each of the following alkenes will generate a carbocation by protonation. Draw a curved arrow mechanism for the single step of carbocation formation, and show the carbocation product. 2. Each of the following alkenes will generate a carbocation by protonation. That carbocation can then rearrange to form a more stable carbocation. Show a curved arrow mechanism for the protonation and rearrangement steps. Make sure you understand why the rearrangement takes place!
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This note was uploaded on 05/01/2008 for the course CHEM 51 taught by Professor Gribble during the Spring '08 term at Dartmouth.

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Week_2.1_PurpleBook_Answers - 32 Alkenes: Isomers and...

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