Exam 4: The Study of Chemical Reactions

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Consider the bond dissociation energies listed below in kcal/mol. CH3-Br 70 CH3CH2-Br 68 (CH3)2CH-Br 68 (CH3)3C-Br 65 These data show that the carbon-bromine bond is weakest when bromine is bound to a ________.

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Consider the reaction of A being converted into B at 25°C. If the ΔG° of this reaction is Consider the reaction of A being converted into B at 25°C. If the ΔG° of this reaction is   the K<sub>eq</sub> is ________ and the % conversion is ________. the Keq is ________ and the % conversion is ________.

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Which of the halogens below undergoes free radical halogenation with ethane most rapidly?

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How many secondary hydrogens are present in the hydrocarbon below? How many secondary hydrogens are present in the hydrocarbon below?

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Assume the reaction A + B → C + D proceeds to equilibrium. Calculate the equilibrium concentration of D at Assume the reaction A + B → C + D proceeds to equilibrium. Calculate the equilibrium concentration of D at   given that the starting concentrations of A and B are 2M and that △G° for the reaction is    given that the starting concentrations of A and B are 2M and that △G° for the reaction is Assume the reaction A + B → C + D proceeds to equilibrium. Calculate the equilibrium concentration of D at   given that the starting concentrations of A and B are 2M and that △G° for the reaction is    Assume the reaction A + B → C + D proceeds to equilibrium. Calculate the equilibrium concentration of D at   given that the starting concentrations of A and B are 2M and that △G° for the reaction is

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In the hydrocarbon shown below, how many tertiary hydrogens are present? In the hydrocarbon shown below, how many tertiary hydrogens are present?

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The following reaction occurs readily: The following reaction occurs readily:    Experimentally one finds that if the concentration of I<sup>-</sup> is doubled, the rate doubles. Also if the concentration of CH<sub>3</sub>Br is halved, the rate is halved. What is the rate equation for this reaction? Experimentally one finds that if the concentration of I- is doubled, the rate doubles. Also if the concentration of CH3Br is halved, the rate is halved. What is the rate equation for this reaction?

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Draw an energy diagram for a two step reaction where the structure of the transition state of the rate determining step most closely resembles the starting material and the overall reaction is exothermic.

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Consider the following substitution reaction with a ΔG° value of -91.1 kJ/mole. HO- + CH3Cl ↔ CH3OH + Cl- Given this information which of the following statements must be true? (R = 8.315 J/mole K)

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Which of the following correctly expresses the standard Gibbs free energy change of a reaction in terms of the changes in enthalpy and entropy?

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When 1,1,3,3-tetramethylcyclobutane is brominated at 125°C, the relative reactivity of the 1°: 2°: 3° hydrogens is approximately 1:82:1600. Estimate the amount of each monobromination product.

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What C5H12 isomer will give only a single monochlorination product?

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Species with unpaired electrons are called ________.

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Given the bond dissociation energies below (in kcal/mol), estimate the ΔH° for the propagation step Given the bond dissociation energies below (in kcal/mol), estimate the ΔH° for the propagation step   CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>-H 98 (CH<sub>3</sub>)<sub>2</sub>CH-H 95 Cl-Cl 58 H-Cl 103 CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>-Cl 81 (CH<sub>3</sub>)<sub>2</sub>CH-Cl 80 CH3CH2CH2-H 98 (CH3)2CH-H 95 Cl-Cl 58 H-Cl 103 CH3CH2CH2-Cl 81 (CH3)2CH-Cl 80

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Which of the following statements correctly describes the contribution of Which of the following statements correctly describes the contribution of   to  to Which of the following statements correctly describes the contribution of   to

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In the presence of a small amount of bromine, the following light-promoted reaction has been observed. Write a mechanism for this reaction, making sure to explain how both products are formed. In the presence of a small amount of bromine, the following light-promoted reaction has been observed. Write a mechanism for this reaction, making sure to explain how both products are formed.

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Which compound has the smaller bond dissociation energy for its carbon-chlorine bond, CH3Cl or (CH3)3CCl? Explain your reasoning.

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Consider the reaction: CH3CH2∙ + Br2 → CH3CH2Br + Br∙ . Given that this reaction has an activation energy of +6 kcal/mol and a Consider the reaction: CH<sub>3</sub>CH<sub>2</sub>∙ + Br<sub>2</sub> → CH<sub>3</sub>CH<sub>2</sub>Br + Br∙ . Given that this reaction has an activation energy of +6 kcal/mol and a    of    sketch a reaction-energy diagram for this reaction. Label the axes and show E<sub>a</sub> and    on your drawing. of Consider the reaction: CH<sub>3</sub>CH<sub>2</sub>∙ + Br<sub>2</sub> → CH<sub>3</sub>CH<sub>2</sub>Br + Br∙ . Given that this reaction has an activation energy of +6 kcal/mol and a    of    sketch a reaction-energy diagram for this reaction. Label the axes and show E<sub>a</sub> and    on your drawing. sketch a reaction-energy diagram for this reaction. Label the axes and show Ea and Consider the reaction: CH<sub>3</sub>CH<sub>2</sub>∙ + Br<sub>2</sub> → CH<sub>3</sub>CH<sub>2</sub>Br + Br∙ . Given that this reaction has an activation energy of +6 kcal/mol and a    of    sketch a reaction-energy diagram for this reaction. Label the axes and show E<sub>a</sub> and    on your drawing. on your drawing.

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The major monobrominated product which results when ethylcyclohexane is subjected to free radical bromination is ________.

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Which of the following is true for the termination step of a free radical chlorination reaction?

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