In extraction of caffeine from tea, CaCO3 (pKa of HCO3- is 10.3) is used to convert tannin to glucose and calcium salt of gallic acid. Explain why glucose is not in its salt form but gallic acid is. Assuming pKa of -OH of glucose is 12, and pKa of -OH of gallic acid is 9.5 and pKa of -COOH of gallic acid is 4.5.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section: Chapter Questions
Problem 23.32P: Suppose you have a mixture of these three compounds. Devise a chemical procedure based on their...
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In extraction of caffeine from tea, CaCO3 (pKa of HCO3- is 10.3) is used to convert tannin to glucose and calcium salt of gallic acid. Explain why glucose is not in its salt form but gallic acid is. Assuming pKa of -OH of glucose is 12, and pKa of -OH of gallic acid is 9.5 and pKa of -COOH of gallic acid is 4.5.
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