1. Potassium hydroxide reacts with a-naphthol to form the potassium salt. Can potassium butoxide,the potassium salt of butanol be formed the same way? If not, what is an effective way to producepotassium butoxide which can be used in organic reactions? НО1. Н,О, КОН+2. Н,О, НСІ+ HCІHO,Figure 1: Reaction of p-cresol with a-chloroacetic acidWe will carry out the reaction shown above to illustrate the Williamson ether synthesis and toidentify (if different isomeric cresols were used) by the melting point of the product. The reactionhas a 75 % yield.ProcedureDissolve 4.0gof KOH pellets (cannot use NaOH) in 8 mL of water in a 250-mL round bottomflask (use the flask that contains two ground-glass openings (one for the condenser unit and theother for the separatory funnel). Add 2.0 grams of p-cresol to the round bottom flask in the hood.Swirl the mixture until the solution is homogeneous. Add three boiling stones. Fit the flask with areflux condenser and heat to a gentle boil. After the mixture has started to boil, add 6 mL of a50% aqueous solution (g/mL) of chloroacetic acid dropwise using a separatory funnel placed inthe side-arm of your round-bottom flask. After the addition of the chloroacetic acid solution,continue refluxing for another 10 minutes.After reflux, transfer the solution to a small beaker while it is still hot (if you let the mixture cool,solid forms inside the flask and it is more difficult to remove). You can overcome this problem byadding about 10 mL of water to the reaction mixture, and then pour this slightly diluted mixtureinto a 100-mL beaker. After you have poured the (diluted) reaction into the 100-mL beaker, let itcool to room temperature in the beaker. Acidify the solution with drop-wise addition ofconcentrated 12 M HCI. (Monitor the pH with pH/litmus paper to be certain pH is acidic, pH=2).It might be beneficial to ensure you do not isolate the potassium salt to heat the acidified mixturewith solids until it all dissolves at a higher temperature. Then, simply cool that mixture in an icebath to attain the maximal yield of a solid product. Be sure the precipitate has formed completely,perhaps storing it on ice for about 15 min before filtering it. Filter and collect the precipitatedproduct by using a Büchner funnel vacuum filtration setup. To the collected solid product from theprevious step, you will perform a re-crystallization step by adding the entire crude product toboiling water. Do not use more than 50 mL of water to ensure you will be able to isolate crystallineproducts. Collect your re-crystallized product using vacuum filtration. Allow the solid to dry untilthe next lab period in the designated drying oven.Weigh the solid to determine the yield. Also, determine the melting point after you havedetermined your yield for recovery of your product. Acquire the 'H and the 1C-NMR spectrum(in DMSO-ds).

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1. Potassium hydroxide reacts with a-naphthol to form the potassium salt. Can potassium butoxide, the potassium salt of butanol be formed the same way? If not, what is an effective way to produce potassium butoxide which can be used organic reactions?