Textbook Question
Draw the Lewis structure of the methoxide ion ( CH3O-). Draw the Lewis structure of a proton (H+) . To which atom of methoxide would you expect a proton to add?
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Ch. 4 - Acids and Bases: Electron Flow
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471
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Table of contents
- Ch. 2 - General Chemistry Translated: Finding the Electrons114
- Ch. 3 - Alkanes and Cycloalkanes: Properties and Conformational Analysis109
- Ch. 4 - Acids and Bases: Electron Flow144
- Ch. 5 - Chemical Reaction Analysis: Thermodynamics and Kinetics118
- Ch. 6 - Stereoisomerism: Arrangement of Atoms in Space112
- Ch. 7 - Principles of Green (Organic) Chemistry3
- Ch. 8 - Alkenes I: Properties and Electrophilic Additions158
- Ch. 9 - Alkenes II: Oxidation and Reduction150
- Ch. 10 - Alkynes: Electrophilic Addition and Redox Reactions101
- Ch. 11 - Properties and Synthesis of Alkyl Halides: Radical Reactions108
- Ch. 12 - Substitution and Elimination: Reactions of Haloalkanes172
- Ch. 13 - Alcohols, Ethers and Related Compounds: Substitution and Elimination239
- Ch. 14 - Structural Identification I: Infrared Spectroscopy and Mass Spectrometry54
- Ch. 15 - Structural Identification II: Nuclear Magnetic Resonance Spectroscopy93
- Ch. 16 - Metals in Organic Chemistry48
- Ch. 17 - Carbonyl Addition Reactions: Aldehydes and Ketones45
- Ch. 18 - Nucleophilic Acyl Substitution I: Carboxylic Acids18
- Ch. 19 - Nucleophilic Acyl Substitution II: Carboxylic Acid Derivatives39
- Ch. 20 - Enolates: Carbonyl Addition and Substitution13
- Ch. 21 - Conjugated Systems I: Stability and Addition Reactions56
- Ch. 22 - Conjugated Systems II: Pericyclic Reactions54
- Ch. 23 - Benzene I: Aromatic Stability and Substitution Reactions64
- Ch. 24 - Benzene II: Reactions Influenced by the Aromatic Ring62
- Ch. 25 - Amines: Structure, Reactions, and Synthesis27
- Ch. 26 - Amino Acids, Proteins, and Peptide Synthesis9
- Ch. 27 - Carbohydrates, Nucleic Acids, and Lipids54
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471Not the one you use?Change textbook
Chapter 3, Problem 4.62e5
For the following acid–base pairs, (v) show a mechanism for the reaction;
(e) 
Verified step by step guidance1
Identify the acid and the base in the given pair. The acid is the species that donates a proton (H+), and the base is the species that accepts a proton.
Draw the Lewis structures of the acid and the base to visualize the electron pairs involved in the reaction.
Use curved arrows to show the movement of electron pairs. The arrow should start from the electron pair on the base and point towards the hydrogen atom of the acid, indicating the formation of a new bond.
Show the breaking of the bond between the hydrogen and the atom it is attached to in the acid. Use a curved arrow starting from the bond and pointing towards the atom that will retain the electrons after the bond is broken.
Write the products of the reaction, showing the conjugate acid and conjugate base formed after the proton transfer.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Acid-Base Theory
Acid-base theory explains the behavior of acids and bases in chemical reactions. According to the Brønsted-Lowry theory, acids are proton donors while bases are proton acceptors. Understanding this concept is crucial for predicting the direction of acid-base reactions and identifying the conjugate acid-base pairs involved.
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02:49
The Lewis definition of acids and bases.
Reaction Mechanism
A reaction mechanism details the step-by-step process by which reactants transform into products. It includes the breaking and forming of bonds, the movement of electrons, and the intermediates formed during the reaction. Knowing the mechanism helps in understanding how the acid-base pairs interact and the specific pathways taken during the reaction.
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02:16Heck Reaction Mechanism
Conjugate Acid-Base Pairs
Conjugate acid-base pairs consist of two species that differ by the presence or absence of a proton (H+). When an acid donates a proton, it becomes its conjugate base, and when a base accepts a proton, it becomes its conjugate acid. Recognizing these pairs is essential for analyzing the equilibrium of acid-base reactions and predicting the products formed.
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2:56Base Pairing Concept 1
Related Practice
Textbook Question
In each pair of atoms, which has the larger atomic radius? Which is more electronegative?
(b) C vs. O
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Textbook Question
Draw the molecular orbital picture of the following molecules and ions. In each, how many electrons are in the p orbital on the central atom? (b) BH3
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Textbook Question
Draw the molecular orbital picture of the following molecules and ions. In each, how many electrons are in the p orbital on the central atom? (c) AlCl3
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