A compound A is treated with PCC and forms compound B. B gives a negative test with the Tollens reagent and presents an

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A Compound A Is Treated With Pcc And Forms Compound B B Gives A Negative Test With The Tollens Reagent And Presents An 1 (76.46 KiB) Viewed 21 times

A compound A is treated with PCC and forms compound B. B gives a negative test with the Tollens reagent and presents an intense IR band at 1725 cm-1. The mass spectrum of A shows molecular ion (M=116) and base peak M=98. IR and 1H NMR spectra of A are attached. Based on this information: a) Determine the functional group present, a formula and reasonable unsaturation index for A. b) Assign 3 signals in the IR spectrum of A. c) Indicate at least 4 possible structures using E.M. and go. d) Assign ALL signals in 1H NMR of A. e) Among the possible structures drawn in c, choose the most probable for A and B and explain possibly the selection. 25 26 27 28 29 3 100 90 80 70 60 10 o 4000 3800 3600 -10 044-2017 5 3400 3200 3000 2800 2600 4 2400 2200 the 2000 wy 3 5.5 1800 MICRONS 1600 WAVENUMBERS PPM 1400 € 1200 -~ 2 10 1000 N 800 9 3 13 14 NICOLET 205X FT-IR 15 16 17 18 19 21 22 600 ******RUM 0.1 103 44 45 44 47 13 13 10 20 450 0 1