Cinchonine is more soluble in water when some acid (such as HC1 or H₂SO4) is added. Explain that observation and provide any relevant structure to support your answer.
Cinchonine is more soluble in water when some acid (such as HC1 or H₂SO4) is added. Explain that observation and provide any relevant structure to support your answer.
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:**Title: Solubility of Cinchonine in Acidic Solutions**
**Text:**
Cinchonine is more soluble in water when some acid (such as HCl or H₂SO₄) is added.
**Explanation:**
This observation can be explained by the formation of a more soluble salt form of cinchonine when it reacts with an acid. The basic nitrogen atom in the cinchonine molecule can be protonated by the acid to form a cinchonine salt (e.g., cinchonine hydrochloride or cinchonine sulfate). This salt formation enhances its solubility in water compared to its neutral form.
**Relevant Structure:**
In the structure of cinchonine, the nitrogen atom in the quinoline moiety can accept a proton from an acid. The transformation results in a positively charged ammonium ion, which interacts more favorably with the polar solvent molecules, increasing its solubility.
**Diagram:**
No specific diagram is provided, but a representation of the protonation of the nitrogen atom could help visualize this solubility process.
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