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Suppose you have just synthesized heptanoic acid from

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 4P Chapter 20

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 4P

Suppose you have just synthesized heptanoic acid from heptan-1-ol. The product is contaminated by sodium dichromate, sulfuric acid, heptan-1-ol, and possibly heptanal. Explain how you would use acid–base extractions to purify the heptanoic acid. Use a chart, like that in Figure 20-3, to show where the impurities are at each stage.

FIGURE 20-3

The solubility properties of acids and their salts may be used to remove nonacidic impurities.A carboxylic acid is more soluble in the organic phase, but its salt is more soluble in theaqueous phase. Acid?base extractions can move the acid from the ether phase into a basicaqueous phase and back into the ether phase, leaving impurities behind.

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Solution 4P

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Chapter 20, Problem 4P is Solved
Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

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