Question

Post-Lab Questions (Don't be afraid to refer to the internet or the text from the course) HWI. A student ran the following reaction: MY 1 equiv. NaH. then MeBr HO 130 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 PS. What signals are most diagnostic for your product vs. starting material in both IR and NMR.?)

Answer 1

0 3500 to 3000 ant hydroxy stretch 2900 mt sp3 (-H stretch 1600 cmt cac stretch 820cmt para substitution c-H bending volt .CS194) 4- -(di 24, soog (dizH) Note: progressed. sd Reaction is not compound is starting a progressing material. majority