Chapter 6: Problem 32
Which is the strongest acid \(\left(\mathrm{p} K_{a}\right.\) value is given)? (a) \(\mathrm{HCOOH}\) [3.77] (b) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOH}[4.22]\) (c) \(\mathrm{CH}_{3} \mathrm{COOH}[4.7]\) (d) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COOH}[4.88]\)
Short Answer
Expert verified
\(HCOOH\) with a \(pK_a\) of 3.77 is the strongest acid.
Step by step solution
01
Understand the \(pK_a\) Concept
The \(pK_a\) value is a measurement of the strength of an acid; it represents the negative base-10 logarithm of the acid dissociation constant (\(K_a\)). A lower \(pK_a\) value indicates a stronger acid because it implies a higher \(K_a\), which means the acid more readily donates protons in solution.
02
Compare \(pK_a\) Values
To determine which acid is the strongest, compare their \(pK_a\) values. The acid with the smallest \(pK_a\) value is the strongest because it most readily donates a proton (has the highest \(K_a\)).
03
Identify the Strongest Acid
Among the given \(pK_a\) values, \(HCOOH\) has the smallest value (3.77). Therefore, \(HCOOH\) is the strongest acid.
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
pKa value
Understanding the pKa value is essential when studying acid strength. The pKa value gives us insight into the acidity of a molecular species. It is derived from the acid dissociation constant and is defined as the negative logarithm to base 10 of the Ka value (\( pKa = -\text{log}_{10} Ka \)). The lower the pKa value, the stronger the acid. This is because a lower pKa implies a higher Ka, indicating an acid's propensity to lose a proton. In a dilute aqueous solution, an acid with a pKa of 3.77, for example, is stronger than those with higher pKa values. This quantitative measure allows chemists to predict the behavior of acids in different chemical environments.
In practice, by comparing the pKa values of different acids, we can quickly identify which one will more readily donate its proton in a chemical reaction. The acid with the smallest pKa value among a group is the one that will be the strongest acid. This understanding plays a crucial role in the fields ranging from pharmaceuticals to environmental science, where pH and acidity levels are vital.
In practice, by comparing the pKa values of different acids, we can quickly identify which one will more readily donate its proton in a chemical reaction. The acid with the smallest pKa value among a group is the one that will be the strongest acid. This understanding plays a crucial role in the fields ranging from pharmaceuticals to environmental science, where pH and acidity levels are vital.
Acid dissociation constant
The acid dissociation constant, or Ka, provides essential information regarding the strength of an acid in solution. It measures the equilibrium concentration of the acid and its ions in solution and is a numeric representation of how completely an acid dissociates into its ions. The formula used to calculate the Ka is given by \( Ka = \frac{[A^-][H^+]}{[HA]} \) where [A^-] is the concentration of the conjugate base, [H^+] is the concentration of hydrogen ions, and [HA] is the concentration of the undissociated acid.
From this constant, we can understand that the higher the value of Ka, the more the acid is dissociated, which equates to a stronger acid. This is a direct relationship – as the Ka increases, the strength of the acid increases. When comparing acids, you can determine which acid is stronger by considering their Ka values: an acid with a Ka of 10-4 is stronger than an acid with a Ka of 10-5, because the former dissociates more in solution, yielding more free protons.
From this constant, we can understand that the higher the value of Ka, the more the acid is dissociated, which equates to a stronger acid. This is a direct relationship – as the Ka increases, the strength of the acid increases. When comparing acids, you can determine which acid is stronger by considering their Ka values: an acid with a Ka of 10-4 is stronger than an acid with a Ka of 10-5, because the former dissociates more in solution, yielding more free protons.
Proton donation
Why does proton donation matter when discussing acids? Acids are proton donors – this is the essence of the widely recognized Brønsted-Lowry acid definition. The ability of an acid to donate a proton (\( H^+ \) ion) is what characterizes its reactivity and strength. During the process of proton transfer, the acid (proton donor) reacts with a base (proton acceptor), forming water and a salt in a process typically referred to as a neutralization reaction. The ease with which an acid donates its proton is influenced by the stability of the resulting anion (conjugate base) after proton donation.
The more stable the conjugate base, the more willing the acid is to release a proton, and consequently, the stronger it is considered to be. For instance, acids with highly electronegative atoms or those capable of resonance stabilization for their conjugate bases are generally strong acids because they more readily donate protons. Such insights can help predict and understand the outcomes of chemical reactions that are sensitive to acidity, such as organic synthesis or biochemical processes.
The more stable the conjugate base, the more willing the acid is to release a proton, and consequently, the stronger it is considered to be. For instance, acids with highly electronegative atoms or those capable of resonance stabilization for their conjugate bases are generally strong acids because they more readily donate protons. Such insights can help predict and understand the outcomes of chemical reactions that are sensitive to acidity, such as organic synthesis or biochemical processes.
Physical chemistry
The relevance of physical chemistry is profound when studying acids and their disassociation in solution. This branch of chemistry is concerned with the understanding of how matter behaves on a molecular and atomic level and how chemical reactions occur. The principles of physical chemistry apply to acid strength through concepts such as pKa, Ka, and proton donation, linking thermodynamics, equilibrium, and kinetic theory to describe the actions and stability of acids.
In physical chemistry, researchers quantify the behavior of acids and bases by scrutinizing their thermodynamic properties and how these substances transfer protons in different conditions, such as temperature or concentration changes. Through this study, we can predict how substances will interact in real-world applications like buffer solutions or during titration analysis in a lab. A nuanced understanding of acid and base equilibrium is critical for many practical applications, such as pharmaceutical design, environmental monitoring, and industrial process optimization.
In physical chemistry, researchers quantify the behavior of acids and bases by scrutinizing their thermodynamic properties and how these substances transfer protons in different conditions, such as temperature or concentration changes. Through this study, we can predict how substances will interact in real-world applications like buffer solutions or during titration analysis in a lab. A nuanced understanding of acid and base equilibrium is critical for many practical applications, such as pharmaceutical design, environmental monitoring, and industrial process optimization.