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Introductory Chemistry - 1st Canadian Edition: Brønsted-Lowry Acids and Bases

Introductory Chemistry - 1st Canadian Edition
Brønsted-Lowry Acids and Bases
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table of contents
  1. Cover
  2. Title Page
  3. Copyright
  4. Table Of Contents
  5. Acknowledgments
  6. Dedication
  7. About BCcampus Open Education
  8. Chapter 1. What is Chemistry
    1. Some Basic Definitions
    2. Chemistry as a Science
  9. Chapter 2. Measurements
    1. Expressing Numbers
    2. Significant Figures
    3. Converting Units
    4. Other Units: Temperature and Density
    5. Expressing Units
    6. End-of-Chapter Material
  10. Chapter 3. Atoms, Molecules, and Ions
    1. Acids
    2. Ions and Ionic Compounds
    3. Masses of Atoms and Molecules
    4. Molecules and Chemical Nomenclature
    5. Atomic Theory
    6. End-of-Chapter Material
  11. Chapter 4. Chemical Reactions and Equations
    1. The Chemical Equation
    2. Types of Chemical Reactions: Single- and Double-Displacement Reactions
    3. Ionic Equations: A Closer Look
    4. Composition, Decomposition, and Combustion Reactions
    5. Oxidation-Reduction Reactions
    6. Neutralization Reactions
    7. End-of-Chapter Material
  12. Chapter 5. Stoichiometry and the Mole
    1. Stoichiometry
    2. The Mole
    3. Mole-Mass and Mass-Mass Calculations
    4. Limiting Reagents
    5. The Mole in Chemical Reactions
    6. Yields
    7. End-of-Chapter Material
  13. Chapter 6. Gases
    1. Pressure
    2. Gas Laws
    3. Other Gas Laws
    4. The Ideal Gas Law and Some Applications
    5. Gas Mixtures
    6. Kinetic Molecular Theory of Gases
    7. Molecular Effusion and Diffusion
    8. Real Gases
    9. End-of-Chapter Material
  14. Chapter 7. Energy and Chemistry
    1. Formation Reactions
    2. Energy
    3. Stoichiometry Calculations Using Enthalpy
    4. Enthalpy and Chemical Reactions
    5. Work and Heat
    6. Hess’s Law
    7. End-of-Chapter Material
  15. Chapter 8. Electronic Structure
    1. Light
    2. Quantum Numbers for Electrons
    3. Organization of Electrons in Atoms
    4. Electronic Structure and the Periodic Table
    5. Periodic Trends
    6. End-of-Chapter Material
  16. Chapter 9. Chemical Bonds
    1. Lewis Electron Dot Diagrams
    2. Electron Transfer: Ionic Bonds
    3. Covalent Bonds
    4. Other Aspects of Covalent Bonds
    5. Violations of the Octet Rule
    6. Molecular Shapes and Polarity
    7. Valence Bond Theory and Hybrid Orbitals
    8. Molecular Orbitals
    9. End-of-Chapter Material
  17. Chapter 10. Solids and Liquids
    1. Properties of Liquids
    2. Solids
    3. Phase Transitions: Melting, Boiling, and Subliming
    4. Intermolecular Forces
    5. End-of-Chapter Material
  18. Chapter 11. Solutions
    1. Colligative Properties of Solutions
    2. Concentrations as Conversion Factors
    3. Quantitative Units of Concentration
    4. Colligative Properties of Ionic Solutes
    5. Some Definitions
    6. Dilutions and Concentrations
    7. End-of-Chapter Material
  19. Chapter 12. Acids and Bases
    1. Acid-Base Titrations
    2. Strong and Weak Acids and Bases and Their Salts
    3. Brønsted-Lowry Acids and Bases
    4. Arrhenius Acids and Bases
    5. Autoionization of Water
    6. Buffers
    7. The pH Scale
    8. End-of-Chapter Material
  20. Chapter 13. Chemical Equilibrium
    1. Chemical Equilibrium
    2. The Equilibrium Constant
    3. Shifting Equilibria: Le Chatelier’s Principle
    4. Calculating Equilibrium Constant Values
    5. Some Special Types of Equilibria
    6. End-of-Chapter Material
  21. Chapter 14. Oxidation and Reduction
    1. Oxidation-Reduction Reactions
    2. Balancing Redox Reactions
    3. Applications of Redox Reactions: Voltaic Cells
    4. Electrolysis
    5. End-of-Chapter Material
  22. Chapter 15. Nuclear Chemistry
    1. Units of Radioactivity
    2. Uses of Radioactive Isotopes
    3. Half-Life
    4. Radioactivity
    5. Nuclear Energy
    6. End-of-Chapter Material
  23. Chapter 16. Organic Chemistry
    1. Hydrocarbons
    2. Branched Hydrocarbons
    3. Alkyl Halides and Alcohols
    4. Other Oxygen-Containing Functional Groups
    5. Other Functional Groups
    6. Polymers
    7. End-of-Chapter Material
  24. Chapter 17. Kinetics
    1. Factors that Affect the Rate of Reactions
    2. Reaction Rates
    3. Rate Laws
    4. Concentration–Time Relationships: Integrated Rate Laws
    5. Activation Energy and the Arrhenius Equation
    6. Reaction Mechanisms
    7. Catalysis
    8. End-of-Chapter Material
  25. Chapter 18. Chemical Thermodynamics
    1. Spontaneous Change
    2. Entropy and the Second Law of Thermodynamics
    3. Measuring Entropy and Entropy Changes
    4. Gibbs Free Energy
    5. Spontaneity: Free Energy and Temperature
    6. Free Energy under Nonstandard Conditions
    7. End-of-Chapter Material
  26. Appendix A: Periodic Table of the Elements
  27. Appendix B: Selected Acid Dissociation Constants at 25°C
  28. Appendix C: Solubility Constants for Compounds at 25°C
  29. Appendix D: Standard Thermodynamic Quantities for Chemical Substances at 25°C
  30. Appendix E: Standard Reduction Potentials by Value
  31. Glossary
  32. About the Authors
  33. Versioning History

Brønsted-Lowry Acids and Bases

Learning Objectives

  1. Identify a Brønsted-Lowry acid and a Brønsted-Lowry base.
  2. Identify conjugate acid-base pairs in an acid-base reaction.

The Arrhenius definition of acid and base is limited to aqueous (that is, water) solutions. Although this is useful because water is a common solvent, it is limited to the relationship between the H+ ion and the OH− ion. What would be useful is a more general definition that would be more applicable to other chemical reactions and, importantly, independent of H2O.

In 1923, Danish chemist Johannes Brønsted and English chemist Thomas Lowry independently proposed new definitions for acids and bases, ones that focus on proton transfer. A Brønsted-Lowry acid is any species that can donate a proton (H+) to another molecule. A Brønsted-Lowry base is any species that can accept a proton from another molecule. In short, a Brønsted-Lowry acid is a proton donor (PD), while a Brønsted-Lowry base is a proton acceptor (PA).

It is easy to see that the Brønsted-Lowry definition covers the Arrhenius definition of acids and bases. Consider the prototypical Arrhenius acid-base reaction:

\begin{array}{ccccc} \ce{H+(aq)}&+&\ce{OH-(aq)}&\rightarrow&\ce{H2O(\ell)} \\ \\ \text{(acid)}&&\text{(base)}&& \end{array}

The acid species and base species are marked. The proton, however, is (by definition) a proton donor (labelled PD), while the OH− ion is acting as the proton acceptor (labelled PA):

\begin{array}{ccccc} \ce{H+(aq)}&+&\ce{OH-(aq)}&\rightarrow&\ce{H2O(\ell)} \\ \\ \text{(PD)}&&\text{(PA)}&& \end{array}

The proton donor is a Brønsted-Lowry acid, and the proton acceptor is the Brønsted-Lowry base:

\begin{array}{ccccc} \ce{H+(aq)}&+&\ce{OH-(aq)}&\rightarrow&\ce{H2O(\ell)} \\ \\ \text{(BL acid)}&&\text{(BL base)}&& \end{array}

Thus H+ is an acid by both definitions, and OH− is a base by both definitions.

Ammonia (NH3) is a base even though it does not contain OH− ions in its formula. Instead, it generates OH− ions as the product of a proton-transfer reaction with H2O molecules; NH3 acts like a Brønsted-Lowry base, and H2O acts like a Brønsted-Lowry acid:

\begin{array}{ccccc} \chemfig{H-\Lewis{6:,N}(-[:90]H)-H}&+&\chemfig{H-[:30]O-[:-30]H}&\rightarrow&\chemfig{H-N^+(-[:90]H)(-[:-90]H)-H}+\chemfig{^{-}O-H} \\ \text{proton acceptor}&&\text{proton donor}&& \end{array}

A reaction with water is called hydrolysis; we say that NH3 hydrolyzes to make NH4+ ions and OH− ions.

Even the dissolving of an Arrhenius acid in water can be considered a Brønsted-Lowry acid-base reaction. Consider the process of dissolving HCl(g) in water to make an aqueous solution of hydrochloric acid. The process can be written as follows:

HCl(g) + H2O(ℓ) → H3O+(aq) + Cl−(aq)

HCl(g) is the proton donor and therefore a Brønsted-Lowry acid, while H2O is the proton acceptor and a Brønsted-Lowry base. These two examples show that H2O can act as both a proton donor and a proton acceptor, depending on what other substance is in the chemical reaction. A substance that can act as a proton donor or a proton acceptor is called amphiprotic. Water is probably the most common amphiprotic substance we will encounter, but other substances are also amphiprotic.

Example 12.5

Identify the Brønsted-Lowry acid and the Brønsted-Lowry base in this chemical equation.

C6H5OH + NH2− → C6H5O− + NH3

Solution
The C6H5OH molecule is losing an H+; it is the proton donor and the Brønsted-Lowry acid. The NH2− ion (called the amide ion) is accepting the H+ ion to become NH3, so it is the Brønsted-Lowry base.

Test Yourself
Identify the Brønsted-Lowry acid and the Brønsted-Lowry base in this chemical equation.

Al(H2O)63+ + H2O → Al(H2O)5(OH)2+ + H3O+

Answer
Brønsted-Lowry acid: Al(H2O)63+; Brønsted-Lowry base: H2O

Observe the reaction between NH3 and H2O:

\begin{array}{ccccc} \chemfig{H-\Lewis{6:,N}(-[:90]H)-H}&+&\chemfig{H-[:30]O-[:-30]H} &\rightarrow & \chemfig{H-N^+(-[:90]H)(-[:-90]H)-H}+\chemfig{O-H^{+}}} \end{array}

The chemical reaction does not go to completion; rather, the reverse process occurs as well, and eventually the two processes cancel out any additional change. At this point, we say the chemical reaction is at equilibrium. Both processes still occur, but any net change by one process is countered by the same net change by the other process; it is a dynamic, rather than a static, equilibrium. Because both reactions are occurring, it makes sense to use a double arrow instead of a single arrow:

\begin{array}{ccccc} \chemfig{H-\Lewis{6:,N}(-[:90]H)-H}&+&\chemfig{H-[:30]O-[:-30]H} &\rightleftharpoons & \chemfig{H-N^+(-[:90]H)(-[:-90]H)-H}+\chemfig{O-H^{-}}} \end{array}

What do you notice about the reverse reaction? The NH4+ ion is donating a proton to the OH− ion, which is accepting it. This means that the NH4+ ion is acting as the proton donor, or Brønsted-Lowry acid, while OH− ion, the proton acceptor, is acting as a Brønsted-Lowry base. The reverse reaction is also a Brønsted-Lowry acid base reaction:

\begin{array}{ccccc} \chemfig{H-\Lewis{6:,N}(-[:90]H)-H}&+&\chemfig{H-[:30]O-[:-30]H} &\rightleftharpoons & \chemfig{H-N^+(-[:90]H)(-[:-90]H)-H}+\chemfig{O-H^{-}}} \end{array}

This means that both reactions are acid-base reactions by the Brønsted-Lowry definition. If you consider the species in this chemical reaction, two sets of similar species exist on both sides. Within each set, the two species differ by a proton in their formulas, and one member of the set is a Brønsted-Lowry acid, while the other member is a Brønsted-Lowry base. These sets are marked here:

BL Acid-Base Reaction 2

The two sets — NH3/NH4+ and H2O/OH− — are called conjugate acid-base pairs. We say that NH4+ is the conjugate acid of NH3, OH− is the conjugate base of H2O, and so forth. Every Brønsted-Lowry acid-base reaction can be labelled with two conjugate acid-base pairs.

Example 12.6

Identify the conjugate acid-base pairs in this equilibrium.

(CH3)3N + H2O ⇄ (CH3)3NH+ + OH–

Solution
One pair is H2O and OH−, where H2O has one more H+ and is the conjugate acid, while OH− has one less H+ and is the conjugate base. The other pair consists of (CH3)3N and (CH3)3NH+, where (CH3)3NH+ is the conjugate acid (it has an additional proton) and (CH3)3N is the conjugate base.

Test Yourself
Identify the conjugate acid-base pairs in this equilibrium.

NH2– + H2O ⇄ NH3 + OH–

Answer
H2O (acid) and OH− (base); NH2− (base) and NH3 (acid)

Chemistry Is Everywhere: Household Acids and Bases

Many household products are acids or bases. For example, the owner of a swimming pool may use muriatic acid to clean the pool. Muriatic acid is another name for HCl(aq). In Chapter 4 “Chemical Reactions and Equations”, in the section “Neutralization Reactions”, vinegar was mentioned as a dilute solution of acetic acid [HC2H3O2(aq)]. In a medicine chest, one may find a bottle of vitamin C tablets; the chemical name of vitamin C is ascorbic acid (HC6H7O6).

One of the more familiar household bases is NH3, which is found in numerous cleaning products. NH3 is a base because it increases the OH− ion concentration by reacting with H2O:

NH3(aq) + H2O(ℓ) → NH4+(aq) + OH−(aq)

Many soaps are also slightly basic because they contain compounds that act as Brønsted-Lowry bases, accepting protons from H2O and forming excess OH− ions. This is one explanation for why soap solutions are slippery.

Perhaps the most dangerous household chemical is the lye-based drain cleaner. Lye is a common name for NaOH, although it is also used as a synonym for KOH. Lye is an extremely caustic chemical that can react with grease, hair, food particles, and other substances that may build up and clog a water pipe. Unfortunately, lye can also attack body tissues and other substances in our bodies. Thus when we use lye-based drain cleaners, we must be very careful not to touch any of the solid drain cleaner or spill the water it was poured into. Safer, nonlye drain cleaners (like the one in the accompanying figure) use peroxide compounds to react on the materials in the clog and clear the drain.

Key Takeaways

  • A Brønsted-Lowry acid is a proton donor; a Brønsted-Lowry base is a proton acceptor.
  • Acid-base reactions include two sets of conjugate acid-base pairs.

Exercises

Questions

  1. Define Brønsted-Lowry acid. How does it differ from an Arrhenius acid?
  2. Define Brønsted-Lowry base. How does it differ from an Arrhenius base?
  3. Write the dissociation of hydrogen bromide in water as a Brønsted-Lowry acid-base reaction and identify the proton donor and proton acceptor.
  4. Write the dissociation of nitric acid in water as a Brønsted-Lowry acid-base reaction and identify the proton donor and proton acceptor.
  5. Pyridine (C5H5N) acts as a Brønsted-Lowry base in water. Write the hydrolysis reaction for pyridine and identify the Brønsted-Lowry acid and Brønsted-Lowry base.
  6. The methoxide ion (CH3O−) acts as a Brønsted-Lowry base in water. Write the hydrolysis reaction for the methoxide ion and identify the Brønsted-Lowry acid and Brønsted-Lowry base.
  7. Identify the Brønsted-Lowry acid and Brønsted-Lowry base in this chemical equation.

    H3PO4 + OH− → H2PO4− + H2O

  8. Identify the Brønsted-Lowry acid and Brønsted-Lowry base in this chemical equation.

    H2C2O4 + 2F− → 2HF + C2O42−

  9. Predict the products of this reaction, assuming it undergoes a Brønsted-Lowry acid-base reaction.

    HC2H3O2 + C5H5N → ?

  10. Predict the products of this reaction, assuming it undergoes a Brønsted-Lowry acid-base reaction.

    (C2H5)3N + H2O → ?

  11. What is the conjugate acid of H2O? NH3?
  12. What is the conjugate acid of H2PO4−? NO3−?
  13. What is the conjugate base of HSO4−? H2O?
  14. What is the conjugate base of H3O+? H2SO4?
  15. Identify the conjugate acid-base pairs in this reaction.

    HSO4− + PO43− → SO42− + HPO42−

  16. Identify the conjugate acid-base pairs in this reaction.

    HClO3 + (C2H5)3N → ClO3− + (C2H5)3NH+

  17. Identify the conjugate acid-base pairs in this reaction.

    NH3 + C6H5O− → C6H5OH + NH2−

  18. Identify the conjugate acid-base pairs in this reaction.

    C5H5NH+ + C2O42− → C5H5N + HC2O4−

Answers

  1. A Brønsted-Lowry acid is a proton donor. It does not necessarily increase the H+ concentration in water.
  1. HBr + H2O → H3O+ + Br−; PD: HBr; PA: H2O
  1. C5H5N + H2O → C5H5NH+ + OH−; PD: H2O; PA: C5H5N
  1. BL acid: H3PO4; BL base: OH−
  1. C2H3O2− and C5H5NH+
  1. H3O+; NH4+
  1. SO42−; OH−
  1. HSO4− and SO42−; PO43− and HPO42−
  1. NH3 and NH2−; C6H5O− and C6H5OH

Annotate

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Arrhenius Acids and Bases
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Chemistry

Copyright © 2014

                                by Jessie A. Key

            Introductory Chemistry - 1st Canadian Edition by Jessie A. Key is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License, except where otherwise noted.
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