Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 8, Problem 8.23P
Interpretation Introduction
Interpretation:
BDE of each indicated bond in cyclohexene has to be estimated.
Concept introduction:
Bond dissociation energy also measures the bond strength.
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The heat of combustion of decahydronaphthalene (C10H18) is -6286 kJ/mol. The heat of combustion of naphthalene 1C10H82 is -5157 kJ/mol. (In both cases CO2(g) and H2O(l) are the products). Calculate the heat of hydrogenation and the resonance energy of naphthalene.
21.) Calculate the enthalpy of hydrogenation of benzene to cyclohexane from the following
reactions
A,H (kJ/mol)
C6H6 (1) + 15/2 02 (g) → 6 CO2 (g) + 3 H20 (1)
C6H12 (1) + 9 02 (g) → 6 CO2 (g) + 6 H20 (1)
H2 (g) + ½ 02 (g) → H2O (1)
-3268
-3920
-285.83
a.) -205 kJ/mol
b.) -1507 kJ/mol
c.) -938 kJ/mol
d.) -366 kJ/mol
Draw the structure(s) of all of the alkene isomers, C5H10, that contain a branched chain.
Consider E/Z stereochemistry of alkenes.
Chapter 8 Solutions
Organic Chemistry
Ch. 8.2 - Prob. 8.1PCh. 8.4 - Name and draw structural formulas for all...Ch. 8.4 - Using the table of bond dissociation enthalpies in...Ch. 8.5 - Prob. 8.4PCh. 8.6 - Given the solution to Example 8.5, predict the...Ch. 8.7 - Prob. 8.6PCh. 8.7 - Linoleic acid is shown below. What makes this...Ch. 8.7 - Prob. BQCh. 8.7 - Prob. CQCh. 8.7 - The strength of the HO bond in vitamin E is weaker...
Ch. 8.7 - Prob. EQCh. 8.8 - Prob. 8.7PCh. 8 - Prob. 8.8PCh. 8 - Prob. 8.9PCh. 8 - Prob. 8.10PCh. 8 - Prob. 8.11PCh. 8 - Account for the fact that among the chlorinated...Ch. 8 - Name and draw structural formulas for all possible...Ch. 8 - Prob. 8.14PCh. 8 - There are three constitutional isomers with the...Ch. 8 - Following is a balanced equation for bromination...Ch. 8 - Prob. 8.17PCh. 8 - Prob. 8.18PCh. 8 - Prob. 8.19PCh. 8 - Cyclobutane reacts with bromine to give...Ch. 8 - Prob. 8.21PCh. 8 - Following is a balanced equation for the allylic...Ch. 8 - Prob. 8.23PCh. 8 - Prob. 8.24PCh. 8 - The major product formed when methylenecyclohexane...Ch. 8 - Prob. 8.26PCh. 8 - Prob. 8.27PCh. 8 - Prob. 8.28PCh. 8 - Write the products of the following sequences of...Ch. 8 - Using your reaction roadmap as a guide, show...Ch. 8 - Prob. 8.31PCh. 8 - Prob. 8.32PCh. 8 - Prob. 8.33PCh. 8 - Prob. 8.34P
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