5th Edition

ISBN: 9781259977596

Author: SMITH

Publisher: MCG

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Textbook Question

Chapter 6, Problem 6.54P

Explain why HC ≡ CH is more acidic than CH 3 CH 3 , even though the C − H bond in HC ≡ CH has a

higher bond dissociation energy than the C − H bond in CH 3 CH 3 .

Formula Formula Bond dissociation energy (BDE) is the energy required to break a bond, making it an endothermic process. BDE is calculated for a particular bond and therefore consists of fragments such as radicals since it undergoes homolytic bond cleavage. For the homolysis of a X-Y molecule, the energy of bond dissociation is calculated as the difference in the total enthalpy of formation for the reactants and products. X-Y → X + Y BDE = Δ H f X + Δ H f Y – Δ H f X-Y where, ΔHf is the heat of formation.

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Chapter 6, Problem 6.53P

Chapter 6, Problem 6.55P

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Chapter 6 Solutions

ORGANIC CHEMISTRY

Ch. 6 - Problem 6.1 Classify each transformation as...Ch. 6 - Prob. 6.2P Ch. 6 - Problem 6.3 By taking into account...Ch. 6 - Problem 6.4 Use curved arrows to show the movement...Ch. 6 - Problem 6.5 Follow the curved arrows and draw the...Ch. 6 - Prob. 6.6P Ch. 6 - Problem 6.7 Use the values in Table 6.2 to...Ch. 6 - Prob. 6.8P Ch. 6 - aWhich Keq corresponds to a negative value of G,...Ch. 6 - Given each of the following values, is the...

Ch. 6 - Given each of the following values, is the...Ch. 6 - The equilibrium constant for the conversion of the...Ch. 6 - Prob. 6.13P Ch. 6 - For a reaction with H=40kJ/mol, decide which of...Ch. 6 - For a reaction with H=20kJ/mol, decide which of...Ch. 6 - Draw an energy diagram for a reaction in which the...Ch. 6 - Prob. 6.17P Ch. 6 - Prob. 6.18P Ch. 6 - Problem 6.19 Consider the following energy...Ch. 6 - Draw an energy diagram for a two-step reaction,...Ch. 6 - Which value if any corresponds to a faster...Ch. 6 - Prob. 6.22P Ch. 6 - Problem 6.23 For each rate equation, what effect...Ch. 6 - Prob. 6.24P Ch. 6 - Identify the catalyst in each equation. a....Ch. 6 - Draw the products of homolysis or heterolysis of...Ch. 6 - Explain why the bond dissociation energy for bond...Ch. 6 - Classify each transformation as substitution,...Ch. 6 - Prob. 6.29P Ch. 6 - 6.30 Draw the products of each reaction by...Ch. 6 - 6.31 (a) Add curved arrows for each step to show...Ch. 6 - Prob. 6.32P Ch. 6 - Prob. 6.33P Ch. 6 - Prob. 6.34P Ch. 6 - Calculate H for each reaction. a HO+CH4CH3+H2O b...Ch. 6 - Homolysis of the indicated CH bond in propene...Ch. 6 - Prob. 6.37P Ch. 6 - Prob. 6.38P Ch. 6 - 6.39. a. Which value corresponds to a negative...Ch. 6 - Prob. 6.40P Ch. 6 - For which of the following reaction is S a...Ch. 6 - Prob. 6.42P Ch. 6 - Prob. 6.43P Ch. 6 - 6.44 Consider the following reaction: . Use curved...Ch. 6 - Prob. 6.45P Ch. 6 - Draw an energy diagram for the Bronsted-Lowry...Ch. 6 - Prob. 6.47P Ch. 6 - Indicate which factors affect the rate of a...Ch. 6 - Prob. 6.49P Ch. 6 - 6.50 The conversion of acetyl chloride to methyl...Ch. 6 - Prob. 6.51P Ch. 6 - Prob. 6.52P Ch. 6 - The conversion of (CH3)3Cl to (CH3)2C=CH2 can...Ch. 6 - 6.54 Explain why is more acidic than , even...Ch. 6 - Prob. 6.55P Ch. 6 - Prob. 6.56P Ch. 6 - Prob. 6.57P Ch. 6 - Although Keq of equation 1 in problem 6.57 does...Ch. 6 - Prob. 6.59P

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