Show the complete mechanism using caf for the reaction of cyclopentanone treated with ethylene glycol in acid. 7. (5 pts) provide the 11 and 13c nmr data for the starting materials and product generated in the reaction above in question #8. clearly assign each proton and carbon and report the 1h in the format of chemical shift, integration, multiplicity (e. g. 8 1.0, 3h, triplet). 8. (5 pts) on comparing the 13c nmr spectra of methanol and methylamine we find that one compound exhibits a signal at 26.9 ppm downfield from tms while the other exhibits a signal at 48.0 ppm downfield from tms. which compound produces which signal? explain your answer.