Textbook Question
The reaction of tert-butyl chloride with methanol
is found to follow the rate equation
rate = kr[(CH3)3C—Cl]
a. What is the kinetic order with respect to tert-butyl chloride?
1
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Ch.4 - The Study of Chemical Reactions
Wade9th EditionOrganic ChemistryISBN: 9780135213728
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Table of contents
- Ch.1 - Structure and Bonding107
- Ch. 2 - Acids and Bases; Functional Groups115
- Ch.3 - Structure and Stereochemistry of Alkanes100
- Ch.4 - The Study of Chemical Reactions99
- Ch.5 - Stereochemistry93
- Ch.6 - Alkyl Halides; Nucleophilic Substitution118
- Ch. 7 - Structure and Synthesis of Alkenes; Elimination158
- Ch.8 - Reactions of Alkenes171
- Ch.9 - Alkynes91
- Ch.10 - Structure and Synthesis of Alcohols143
- Ch.11 - Reactions of Alcohols104
- Ch. 12 - Infrared Spectroscopy and Mass Spectrometry22
- Ch. 13 - Nuclear Magnetic Resonance Spectroscopy45
- Ch. 14 - Ethers, Epoxides, and Thioethers72
- Ch. 15 - Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy89
- Ch. 16 - Aromatic Compounds74
- Ch. 17 - Reactions of Aromatic Compounds126
- Ch. 18 - Ketones and Aldehydes193
- Ch. 19 - Amines129
- Ch. 20 - Carboxylic Acids77
- Ch. 21 - Carboxylic Acid Derivatives141
- Ch. 22 - Condensations and Alpha Substitutions of Carbonyl Compounds175
- Ch. 23 - Carbohydrates and Nucleic Acids93
- Ch. 24 - Amino Acids, Peptides, and Proteins54
Chapter 4, Problem 11b
The reaction of tert-butyl chloride with methanol
is found to follow the rate equation
rate = kr[(CH3)3C—Cl]
b. What is the kinetic order with respect to methanol?
Verified step by step guidance1
Step 1: Begin by analyzing the given rate equation: rate = Kt[(CH3)3C—Cl]. This equation indicates that the rate of the reaction depends only on the concentration of tert-butyl chloride, (CH3)3C—Cl.
Step 2: Recall the concept of kinetic order. The kinetic order with respect to a reactant is determined by the exponent of its concentration in the rate equation. If a reactant does not appear in the rate equation, its kinetic order is zero.
Step 3: Observe that methanol (CH3—OH) does not appear in the rate equation. This implies that the reaction rate is independent of the concentration of methanol.
Step 4: Conclude that the kinetic order with respect to methanol is zero, as its concentration does not influence the rate of the reaction.
Step 5: Understand that this type of reaction is characteristic of a unimolecular nucleophilic substitution (SN1) mechanism, where the rate-determining step involves only the tert-butyl chloride.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Kinetics and Rate Laws
Kinetics is the study of the rates of chemical reactions. A rate law expresses the relationship between the rate of a reaction and the concentration of its reactants. The rate equation provided indicates that the reaction rate depends only on the concentration of tert-butyl chloride, suggesting a specific kinetic order. Understanding how to interpret rate laws is essential for analyzing reaction mechanisms.
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Order of Reaction
The order of a reaction refers to the power to which the concentration of a reactant is raised in the rate law. It indicates how the rate of reaction changes with varying concentrations of reactants. In this case, since the rate equation does not include methanol, it implies that the reaction is zero-order with respect to methanol, meaning changes in methanol concentration do not affect the reaction rate.
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Substitution Reactions
Substitution reactions involve the replacement of one functional group in a molecule with another. In the reaction of tert-butyl chloride with methanol, the chlorine atom is replaced by a methoxy group, forming methyl tert-butyl ether. Understanding the mechanism of substitution reactions, including factors like nucleophilicity and sterics, is crucial for predicting the outcome of such reactions.
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Related Practice
Textbook Question
b. Calculate ΔH° for each step in this reaction.
c. Calculate the overall value of ΔH° for this reaction.
1
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Textbook Question
The reaction of tert-butyl chloride with methanol
is found to follow the rate equation
rate = kr[(CH3)3C—Cl]
c. What is the kinetic order overall
2
views
Textbook Question
a. Using bond-dissociation enthalpies from Table 4-2. (page 167), calculate the heat of reaction for each step in the free-radical bromination of methane
b. Calculate the overall heat of the reaction.
Textbook Question
Under certain conditions, the bromination of cyclohexene follows an unusual rate law:
b. What is the kinetic order with respect to bromine?
4
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Textbook Question
Under certain conditions, the bromination of cyclohexene follows an unusual rate law:
a. What is the kinetic order with respect to cyclohexene?
2
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