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Ch.16 - Acid-Base Equilibria
Chapter 16, Problem 102b

Predict how each molecule or ion would act, in the Brønsted-Lowry sense, in aqueous solution by writing 'acid,' 'base,' 'both,' or 'neither' on the line provided. (b) Prozac
Chemical structure of Prozac, relevant to Bronsted-Lowry acids and bases in aqueous solution.

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1
Identify the functional groups present in the molecule. In this case, the molecule contains a carboxylic acid group (-COOH) and an ester group (-COO-).
Recall that in the Brønsted-Lowry theory, an acid is a proton (H+) donor and a base is a proton acceptor.
Analyze the carboxylic acid group (-COOH). This group can donate a proton (H+) in aqueous solution, making it act as an acid.
Consider the ester group (-COO-). Esters generally do not donate or accept protons in aqueous solution, so this group does not contribute to the molecule's behavior as an acid or base.
Conclude that the molecule, due to the presence of the carboxylic acid group, will act as an acid in aqueous solution.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Brønsted-Lowry Acids and Bases

The Brønsted-Lowry theory defines acids as proton donors and bases as proton acceptors. In aqueous solutions, this theory helps predict how substances will behave based on their ability to donate or accept hydrogen ions (H+). Understanding this concept is crucial for determining the acidic or basic nature of a compound, such as Prozac, in solution.
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Protonation and Deprotonation

Protonation refers to the addition of a proton (H+) to a molecule, while deprotonation is the removal of a proton. These processes are fundamental in determining whether a substance acts as an acid or a base. For example, if Prozac can donate a proton from its hydroxyl (-OH) group, it may act as an acid; conversely, if it can accept a proton, it may act as a base.
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Aqueous Solution Behavior

The behavior of molecules in aqueous solutions is influenced by their interactions with water and the solvent's properties. Water, being a polar solvent, can stabilize ions and facilitate proton transfer. Analyzing how Prozac interacts with water can provide insights into its acidic or basic behavior, as well as its solubility and reactivity in biological systems.
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