Chem Lab Essay

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CHM 1321 B Assignment 4 1) Diethyl ether and 1-butanol have similar solubilities in water, but their boiling points are very different. Explain why these compounds have similar solubility properties but different boiling points. Each molecule has about the same amount of Van der Waals interactions, and the Van der Waals surfaces are relatively large. Each compound has a dipole, lone pairs on oxygen and is able to hydrogen bond with water. Therefore each compound has similar solubility in water. The hydrogen bonds in butanol are stronger that the dipole interactions in diethyl ether. Butanol has a higher boiling point because of the stronger hydrogen bonds. The intermolecular forces holding the butanol molecules together are stronger than those holding the diethyl ether molecules together. 2) Predict which of the following in each set of compounds will have the highest water solubility. Which will have the lowest? Explain your answers. 3) Show how you could separate the components of the following mixtures. a) + O OH 1) dissolve in organic solvent like Et2O or CH2Cl2 2) add water solution of NaOH + O H2O layer O Et2O layer O O 1) add Et2O 2) add HCl OH O H2O layer Et2O layer 1) dry over MgSO4 2) remove Et2O NaCl O OH 1) dry over MgSO4 2) remove Et2O OH O b) O O + N 1) dissolve in organic solvent like Et2O or CH2Cl2 2) add water solution of HCl O O H2O layer + N H Et2O layer O N H O 1) dry over MgSO4 2) remove Et2O O O H2O layer Et2O layer 1) add Et2O 2) add NaOH N NaCl N 1) dry over MgSO4 2) remove Et2O N c) O O + N 1) dissolve in organic solvent like Et2O or CH2Cl2 2) add water solution of HCl O O H2O layer + N H Et2O layer O N H O 1) dry over MgSO4 2) remove Et2O O O H2O layer Et2O layer 1) add Et2O 2) add NaOH N NaCl N 1) dry over MgSO4 2) remove Et2O N d)

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