PLEASE LABEL SPECTRAS NEATLY FOR RATING. Thank You!
Here is some background information on the experiment, which yielded 0 product. Could anyone explain what might have gone wrong?
Background Symmetrical ethers are easily fomed from the reaction of an alcohol with acid via a dehydration mechanism. When two different alcohols are employed in the same reaction multiple products are obtained. Therefore, unsymmetrical ethers cannot be synthesized by simple dehydration. H2SO. OH OH Instead they are commonly formed by the displacement of a halide (leaving group with an alkoxide, as in this experiment. NaOH OH OH Procedure Place 325 mg of p-cresol into a 10 mL round bottom flask, add the cylindrical stir bar, grease the ground glass joint, and attach the reflux condenser. Add 1.4 mL of 12M NaOH through the condenser pasteur pipet). Stir the resulting solution until homogenous. Heat gently to reflux and add 1 mL of the 50% aqueous solution (gmL) of chloroacetic acid dropwise (pasteur pipet over 10 minutes through the condenser. Reflux an additional 10 minutes and then cool to room temperature, disassembling the reflux apparatus while still wam. While monitoring with pH paper, add concentrated HCl dropwise to acidify the solution to a pH of 2. Cool the solution in an ice bath until precipitation is complete and then filter by vacuum filtration. Recrystallize your product with water, do not use more than 8 mL of water. Obtain IR and NMR spectra from the storeroom for interpretation. Allow your product to dry in your bench until the next lab period and then obtain a mass and melting point. Tum in your product in a properly labeled bag and a properly labeled melting point capillary tube.
