CHEM301 F10 CA6

CHEM301 F10 CA6 - CHEM301, Fall 2010 Dr. Ruder 1 Class...

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CHEM301, Fall 2010 Dr. Ruder 1 Class Activity 6 Radical Halogenation Reactions Model 1: Heterolytic and Homolytic Bond Cleavage. When compounds react, bonds are broken and formed. Bond breakage can be heterolytic or homolytic as outlined below. X Y X + Y heterolytic X Y X + Y homolytic Questions 1. (a). Describe what happens to the electrons that make up the X-Y bond during heterolytic bond cleavage in Model 1. (b). Explain what a full arrow (double barbed) illustrates. 2. (a). Describe what happens to the electrons that make up the X-Y bond during homolytic bond cleavage in Model 1. (b). Explain what a half arrow (single barbed) depicts. 3. A radical species is a species that has an unpaired electron. Circle any radicals in Model 1. Model 2: Radical Bond Formation. Homolytic bond cleavage results in formation of radical species. Once a radical species is formed, it can form a new bond by combining with another radical, or reacting with one electron of a sigma bond. X Y Z X Z Y + X Y X Y Questions 4. (a). Describe what is different about how the bonds are forming in the reactions of Model 2. (b). The lower reaction shown in Model 2 is one of two sigma bond forming reactions that could take place. Use curved half arrows to show the mechanism of a reaction that yields Z-X and Y radical from these same reactants.
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CHEM301, Fall 2010 Dr. Ruder 2 Model 3: Reaction of Bromine Radical With Alkanes. The radical halogenation below
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CHEM301 F10 CA6 - CHEM301, Fall 2010 Dr. Ruder 1 Class...

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