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changes in the practical procedure, since we will be outlining a method for a different ester. During the course, you will be required to carry

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changes in the practical procedure, since we will be outlining a method for a different ester. During the course, you will be required to carry out this exercise as necessary, using proper calculations, so you should become comfortable doing these calculations. The synthesis below, for n-butyl acetate (often used for pear flavouring), is taken from A.I.Vogel's "Practical Organic Chemistry", an old, but reliable reference for practical syntheses. Mix together 37g. (46ml) of n-butyl alcohol and 60g.(60ml) of glacial acetic acid in a 250ml round-bottomed flask, and add cautiously 5ml of concentrated sulfuric acid. Attach a reflux condenser and reflux the mixture for 3-6 hours. Pour the mixture into 250ml of water in a separatory funnel, remove the upper layer of crude ester and wash it again with 100ml of water, followed by 25ml of saturated sodium bicarbonate solution and 50ml of water. The ester must, of course, be separated between each washing. Dry the crude ester with 56g. of anhydrous sodium sulfate, filter into a dry 100mlRB flask, add some porous porcelain and distil from an air bath. Collect the pure n-butyl acetate at 124125C. The yield is 40g. Many other esters are also used as fruit flavouring in the candy industry. A manufacturer requires a trial batch of 10g. of ethyl hexanoate [b.p. 166C ] for use in making a new apple and apple peel flavoured cake. Your mission in this tutorial exercise is to complete, and understand all the steps necessary, to plan a synthesis of ethyl hexanoate to produce an actual 10g batch, based on the yield given in the synthesis above. Besides these calculations, you must also decide what size glassware to use, how much catalyst to add, how much washing solutions \& how many washings should be done etc. So, you must know the purpose of each of the steps and using each of the reagents. Everything should be done in steps, beginning with the equation and the necessary quantities on the next page: 1) Write a balanced equation for Vogel's synthesis of n-butyl acetate. In tabular form, give the MW for each compound (using C12.0;H1.0;O16.0 ), as well as calculating the moles and molar ratio of reagents used, and the percent yield obtained

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