MadSci Network: Chemistry |
Montgomery; You are right that the commercial synthesis of diethyl ether (CH3CH2OCH2CH3) involves the dehydration of ethanol (or ethyl alcohol, CH3CH2OH) usually with sulfuric acid (H2SO4). The word dehydration means to remove water. To produce one molecule of diethyl ether, you need to start with two molecules of ethanol and remove one molecule of water. The reaction is summarized below; CH3CH2OH + CH3CH2OH --------> CH3CH2OCH2CH3 + H2O The sulfuric acid helps remove the water which comes from the OH of one ethanol molecule and the H of the second ethanol molecule. This type of reaction is in equilibrium; that means that both the starting material, ethanol, and products, diethyl ether and water, are all present. In fact, if you mix ethanol with a small amount of sulfuric acid; only a very small percentage will be converted into diethyl ether. The equilibrium lies to the left. To force all of the ethanol to react, something has to be done to shift the equilibrium to the right. The most common way to make the reaction work is to remove the diethyl ether as it is formed, usually by distilling it away from the reaction. Diethyl ether has a lower boiling point than either ethanol or water. If you followed this discussion, you can probably answer your own question. If you start with diluted ethanol and sulfuric acid, you have two problems, first the excess water shifts the equilibrium way to the left and second, the dilluted sulfuric acid is hydrated by the water and is not a good dehydration catalyst.
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