An unknown compound has the formula C_2H_5l, and gives the IR and proton NMR spe

Question

An unknown compound has the formula C_2H_5l, and gives the IR and proton NMR spectra shown below. a. From the formula, the unknown has ___ units of unsaturation. b. From the IR spectrum (and considering the formula) the following functional groups are probably present in the unknown: c. From the proton NMR spectrum, the number of unique protons present is: d. List the three peaks in the NMR spectrum below by chemical shift, and intensity (leave the last two columns blank tor now): Chemical Shift Intensity(integral) Expected chemical shift Expected intensity e. Proposed structure of the unknown: f. Looking at the structure you drew in part (e). predict which functional groups you expect to see in the IR spectrum. g. Looking at the structure you drew in part (e), fill in the chart in part (d) the expected chemical shafts and expected intensities in the proton NMR spectrum. h. "Recheck": does the data you generated n parts (f) and (g) agree with the observed data recorded in parts (b) and (d)? If not, you need to revise your structure!

Explanation / Answer

Double bond equivalent = 0

therefore there is no double bond or ring

1H NMR show triplet and quartet due ethyl group and IR show band around 2850 to 2950 cm-1 is due to aliphatic group

quartet for CH2 (3 ppm attached to iodide group) group and triplet for the CH3 group

therefore the structure of the compound is ethyl iodide

CH3CH2I

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