Organic Chemistry Practice Problems Halogenation Practice Problems Solution: The electrophilic addition of Cl 2 to (E)-2-butene...

Solution: The electrophilic addition of Cl 2 to (E)-2-butene gives a product that is different from the electrophilic addition of Cl2 to (Z)-2-butene. (a) Using arrows to show the flow of electrons, write a stepwise mechanism for each of these two reactions. Be sure to show clearly the stereochemistry associated with each step in each of your two mechanisms and how it connects the stereochemistry of the starting alkene with the stereochemistry of the product. Be sure to label as R or S each chirality center in each of your products.    (b) Is the product of either of these two reactions optically active? ( yes or no; choose one) Provide a detailed, but concise, explanation for your choice. 

Problem

The electrophilic addition of Cl 2 to (E)-2-butene gives a product that is different from the electrophilic addition of Cl2 to (Z)-2-butene.

(a) Using arrows to show the flow of electrons, write a stepwise mechanism for each of these two reactions. Be sure to show clearly the stereochemistry associated with each step in each of your two mechanisms and how it connects the stereochemistry of the starting alkene with the stereochemistry of the product. Be sure to label as R or S each chirality center in each of your products. 

 

(b) Is the product of either of these two reactions optically active? ( yes or no; choose one) Provide a detailed, but concise, explanation for your choice.