Please answer the question and don’t right a picture like the bond types thank y

Question

Please answer the question and don’t right a picture like the bond types thank you! HWI. A student ran the following reaction: 1 equiv NaH then MeBr HO H3C A TLC of the reaction after workup indicated the presence of TWO spots. After running a column and separating the two compounds by TLC, the student found that the majority of the mass gave the following NMR and FT-IR data. Is the majority of the yield the desired product? Explain your answer. (HINT: compare the sprectra below with those of P7 and P8. What signals are most diagnostic for your product vs. starting material in both IR and NMR?) 100 3000 2000 1500 wavenumber (om) 1000 500 10 6 3. Copyright © 2016 Rochester Institute of Technology. All Rights Reserved Page 130

Explanation / Answer

Since the reaction involved in the conversion of phenol to ether. OH group is the important to differentiate both the reactant and product by both IR and NMR.

OH peak at 3250 is the one which differentiate the reactant and product in IR.

In HNMR, signal due to OH proton is used to differentiate the product and reactant.

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