Which compound best fits the following spectroscopic data? ¹H NMR $\delta$ = 1.00 (t,J=7.4 Hz,3H); 1.65 (sextet,J=7.5 Hz,2H); 2.31 (t,J=7.4 Hz,2H); and 11.68 (s,1H)ppm.¹³C NMR $\delta$ = 13.4,18.5,36.3,179.6 ppm. E) none of the above

Question

Quizplus · Accepted Answer

The presence of a singlet at 11.68 ppm indicates the presence of a proton on an oxygen atom. The presence of a multiplet at 1.65 ppm indicates the presence of two adjacent protons, while the presence of a triplet at 2.31 ppm indicates the presence of two adjacent protons. These multiplets correspond to the protons on the carbon chain. The chemical shifts in the carbon NMR spectrum (13.4, 18.5, and 36.3 ppm) correspond to the carbon atoms in the carbon chain, while the chemical shift at 179.6 ppm corresponds to the carbon atom attached to the oxygen atom. This data is consistent with compound B, which has a carbon chain with two adjacent fluorine atoms and an oxygen atom attached to a carbon atom that is also attached to a fluorine atom.

Which Compound Best Fits the Following Spectroscopic Data? 1H NMR δ\deltaδ

Which Compound Best Fits the Following Spectroscopic Data? ¹H NMR $\delta$