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Why is toluene used as the solvent for the recrystallization here?
Day 2: Recrystallization and analysis of the o-chlorobenzoic acid Recrystallize the product using hot toluene. Be sure to add enough toluene so that the solid dissolves at a higher temperature, but some of the solid stays undissolved at room temperature. Do not add too much toluene, as you may not be able to crystallize your product. If you believe you added too much toluene, or if o-chlorobenzoic acid crystals do not appear upon cooling the solution on ice, you will need to evaporate some of the toluene in the hood. The crystals should be suspended fully in toluene before filtration. After drying the solids, determine the melting point of the product. Acquire the infrared spectrum and the 1H-NMR spectrum in DMSO-d6. Cleanup Notes: Solid MnO2 often sticks to the glassware and is difficult to remove, even with soapy water and scrubbing. You can easily clean your glassware, however, by using 12 M HCl. In order not to waste the concentrated acid, transfer your concentrated HCl washings into a large beaker which can be used many times by other students. Clean your ground-glass joints by dipping them into the acid wash solution. To clean your flask, pour the concentrated acid into your flask and swirl. The MnO2 should be easily removed using these procedures. The acid wash solution can be re-used several times by pouring it back into the collection beaker so that it is available to other students. Cleanup Caution: Before you use the concentrated HCl, be sure your flask is rinsed and free of any solid material. Do not leave excess water in the flask. Once your flask is clean and free of loose residue, you can then remove the bound MnO2 which stains your flask by adding the concentrated HCl.
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