Exam 4: The Study of Chemical Reactions
Exam 1: Structure and Bonding127 Questions
Exam 2: Acids and Bases; Functional Groups136 Questions
Exam 3: Structure and Stereochemistry of Alkanes134 Questions
Exam 4: The Study of Chemical Reactions128 Questions
Exam 5: Stereochemistry132 Questions
Exam 6: Alkyl Halides; Nucleophilic Substitution137 Questions
Exam 7: Structure and Synthesis of Alkenes; Elimination131 Questions
Exam 8: Reactions of Alkenes134 Questions
Exam 10: Structure and Synthesis of Alcohols136 Questions
Exam 11: Reactions of Alcohols125 Questions
Exam 12: Infrared Spectroscopy and Mass Spectrometry121 Questions
Exam 13: Nuclear Magnetic Resonance Spectroscopy130 Questions
Exam 14: Ethers, Epoxides, and Thioethers127 Questions
Exam 15: Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy130 Questions
Exam 16: Aromatic Compounds128 Questions
Exam 17: Reactions of Aromatic Compounds129 Questions
Exam 18: Ketones and Aldehydes131 Questions
Exam 19: Amines127 Questions
Exam 20: Carboxylic Acids125 Questions
Exam 21: Carboxylic Acid Derivatives130 Questions
Exam 22: Condensations and Alpha Substitutions of Carboxyl Compounds127 Questions
Exam 23: Carbohydrates and Nucleic Acids126 Questions
Exam 24: Amino Acids, Peptides, and Proteins127 Questions
Exam 25: Lipids127 Questions
Exam 26: Synthetic Polymers128 Questions
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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 ________.
(Multiple Choice)
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Consider the reaction of A being converted into B at 25°C. If the ΔG° of this reaction is
the Keq is ________ and the % conversion is ________.

(Multiple Choice)
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Which of the halogens below undergoes free radical halogenation with ethane most rapidly?
(Multiple Choice)
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How many secondary hydrogens are present in the hydrocarbon below? 

(Multiple Choice)
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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




(Multiple Choice)
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In the hydrocarbon shown below, how many tertiary hydrogens are present? 

(Multiple Choice)
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The following reaction occurs readily:
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?

(Short Answer)
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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.
(Essay)
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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)
(Multiple Choice)
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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?
(Multiple Choice)
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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.
(Essay)
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Given the bond dissociation energies below (in kcal/mol), estimate the ΔH° for the propagation step
CH3CH2CH2-H 98
(CH3)2CH-H 95
Cl-Cl 58
H-Cl 103
CH3CH2CH2-Cl 81
(CH3)2CH-Cl 80

(Multiple Choice)
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Which of the following statements correctly describes the contribution of
to 


(Multiple Choice)
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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. 

(Essay)
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Which compound has the smaller bond dissociation energy for its carbon-chlorine bond, CH3Cl or (CH3)3CCl? Explain your reasoning.
(Essay)
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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
of
sketch a reaction-energy diagram for this reaction. Label the axes and show Ea and
on your drawing.



(Essay)
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The major monobrominated product which results when ethylcyclohexane is subjected to free radical bromination is ________.
(Multiple Choice)
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Which of the following is true for the termination step of a free radical chlorination reaction?
(Multiple Choice)
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