ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
6th Edition
ISBN: 9781260325294
Author: SMITH
Publisher: RENT MCG
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Chapter 13, Problem 54P

Consider the following bromination: ( CH 3 ) 3 CH + Br 2 Δ ( CH 3 ) 3 CBr + HBr .

a. Calculate Δ H ο for this reaction by using the bond dissociation energies in Table 6.2.

b. Draw out a stepwise mechanism for the reaction, including the initiation, propagation, and termination steps.

c. Calculate Δ H ο for each propagation step.

d. Draw an energy diagram for the propagation steps.

e. Draw the structure of the transition state of each propagation step.

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C This question shows how molecular orbital (MO) theory can be used to understand the chemical properties of elemental oxygen O₂ and its anionic derivative superoxide Oz. a) Draw the MO energy diagram for both O2 and O2. Clearly label your diagram with atomic orbital names and molecular orbital symmetry labels and include electrons. Draw the Lewis structure of O2. How does the MO description of O2 differ from the Lewis structure, and how does this difference relate to the high reactivity and magnetic properties of oxygen? ) Use the MO diagram in (a) to explain the difference in bond length and bond energy between superoxide ion (Oz, 135 pm, 360 kJ/mol) and oxygen (O2, 120.8 pm, 494 kJ/mol).
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