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Concept explainers
Interpretation:
The reason for insolubility of amino acids in diethyl ether unlike most of the
Concept introduction:
Polar compound soluble in polar solvents and non-polar compounds dissolves in non-polar solvents (like dissolves like).
Amino acids exist as zwitterion at certain pH, in which the amount of positive charge and negative charge on an amino acid becomes balanced.
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Answer to Problem 47P
Diethyl ether is a non-polar solvent. Amines and carboxylic acids are more resemble to non-polar compound and amino acids are polar compounds, so it is insoluble in diethyl ether.
Explanation of Solution
Diethyl ether is a non-polar solvent, so it solubilize neutral or compounds having some single charge (either +ve or -ve).
Most of amines and carboxylic acids are neutral or it may have single charges, but both cases the compound is more resemble to non-polar compound.
In case of amino acids, Amino acids exist as zwitterion at certain pH, in which the amount of positive charge and negative charge on an amino acid becomes balanced. So, the amino acids are polar compounds.
The reason for insolubility of amino acids in diethyl ether unlike most of the amine and carboxylic acids was explained.
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Chapter 22 Solutions
Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
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