Practice problems for midterm 2, Chem 3a Sp11 UPDATED

Practice problems for midterm 2, Chem 3a Sp11 UPDATED -...

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Chem 3a, Spring 2011, Prof. Bertozzi Practice problems for second midterm 1. Tertiary alkyl chlorides of the general structure 1 readily undergo a reversible reaction characterized by the heterolytic cleavage of the C—Cl bond to give an electron-deficient species called a "carbocation" ( 2 ) and chloride ion ( 3 ). (a) What is the hybridization state of the central carbon atom in 1 ? What is the hybridization state of the same carbon atom in 2 ? (b) Predict the structure of the transition state for the reaction. If one could assign a hybridization state to the central carbon in the transition state, what might it be? (c) The reverse reaction involves the formation of a bond between Cl and the central carbon of structure 2 , the carbocation, to form alkyl chloride 1 . Which atomic orbitals are involved in the formation of this bond? Represent the overlap of the two atomic orbitals to form bonding and antibonding molecular orbitals on an orbital interaction diagram . Show the number of electrons in both the atomic and molecular orbitals on
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This note was uploaded on 09/07/2011 for the course CHEM 3A taught by Professor Fretchet during the Spring '08 term at University of California, Berkeley.

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Practice problems for midterm 2, Chem 3a Sp11 UPDATED -...

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