Chem 353-48

Chem 353-48 - Identification of an Unknown Acid and Alcohol...

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Identification of an Unknown Acid and Alcohol from a Mixture The purpose of this lab is to test your ability to separate an unknown alcohol from an unknown acid and to successfully purify and characterize each of them using the skills you have developed in lab. The unknown compounds will be assigned to you as a mixture from the list in Table 1. Your task will be fourfold: 1) You must propose a method in the form of a flow chart for separating and purifying your unknowns using the reagents and solvents previously available in lab. 2) You will characterize the acid by melting point and by a neutralization equivalent. 3) You will characterize the alcohol by the melting points of both the purified compound and a phenylurethane derivative that you prepare. 4) You will deduce and analyze the proton NMR spectra that belong to your unknowns from a file containing all twelve unknown spectra. Table 1 . List of possible alcohols and acids. Unknowns MW Lit. mp Phenylurethane mp Alcohols: 1 Piperonyl Alcohol 152.15 54 103 1-Octadecanol 270.49 60 79-80 Benzhydrol 184.23 66 140 3,5-Dimethylphenol 122.16 68 151 Benzoin 212.24 135 171 Salicylamide 137.14 142 185 Acids: 1 Cinnamic Acid 148.16 132-33 4-Hydroxyphenylacetic Acid 152.15 148-150 p-Anisic Acid 152.15 183 Hippuric Acid 179.17 188-190 Azelaic Acid 188.22 110 Sebacic Acid 202.25 135 Handling Precautions: 1 Each of the unknowns is relatively non hazardous, however caution should be used when handling; each may cause eye and skin irritation upon exposure. Techniques You May Need to Review from the Techniques Manual in Preparation for this Lab: Extraction: See technique 11 (see page 117 of the techniques manual for an example of how to draw a flow chart). Drying Organic Liquids: See technique 12. Melting Points and Melting Ranges : See technique 14. Recrystallization: See technique 15. Nuclear Magnetic Resonance Spectroscopy: See technique 21.
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Separation and purification of the unknowns: Before coming to lab, propose how to separate the compounds using a flow chart written in your lab notebook. The Cannizzaro reaction can act as a guide as you write your proposal for both the separation and the purification of your unknowns; however, you should consider how the unknowns differ from the products of the Cannizzaro reaction as
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This note was uploaded on 04/06/2011 for the course CHEM 353 taught by Professor Bronson during the Winter '11 term at BYU.

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Chem 353-48 - Identification of an Unknown Acid and Alcohol...

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