Laboratory Techniques in Organic Chemistry
Laboratory Techniques in Organic Chemistry
4th Edition
ISBN: 9781464134227
Author: Jerry R. Mohrig, David Alberg, Gretchen Hofmeister, Paul F. Schatz, Christina Noring Hammond
Publisher: W. H. Freeman
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Chapter 10, Problem 5Q
Interpretation Introduction

Interpretation:

The amount of benzoic acid remaining in the water solution after extraction with four 20-mL ether should be determined and the same should be calculated using extraction with one 80-mL ether. Also the more efficient method should be determined.

Concept Introduction:

The formula used to determine the left amount after n extractions remaining in the original water solvent is:

  ( final mass of solute)water( initial mass of solute)water=( V 2 V 2 +V 1 K)n

Where

  n represents number of extractions

  K represents distribution coefficient

  V1 represents volume of organic solvent in each extraction,

  V2 represents original volume of water

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You have 100 mL of an organic acid solution in water which contains 0.30 g acid. The distribution coefficient of the acid in the ether is close to 10. Calculate the amount of acid that would be left in water after four 20-mL extraction with ether. Do the same calculation using one 80-mL extraction with ether to determine which method is more efficient.
Table 1. Solubility Tests. Functional Group Observations (specify type if any) Sample in concentrated (+/-) H2SO4 Color orange Hydroxyl group Hydroxyl group Hydroxyl group 1-butanol Color orange 2-butanol Color orange diisopropyl ether Look at the structures of compounds tested for solubility in concentrated H2SO4. What generalization can be made for a substance to be soluble in concentrated H2SO4 ?
You have 100 mL of a solution of benzoic acid in water; the amount of benzoic acid in the solution is estimated to be 0.30 g. The distribution coefficient of benzoic acid in diethyl ether and water is approximately 10. Calculate the amount of benzoic acid that would be left in the water solution after four 20-mL extractions with ether. Do the same calculation using one 80-mL extraction with ether to determine which method is more efficient.

Chapter 10 Solutions

Laboratory Techniques in Organic Chemistry

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