Shown below are 16 molecules (A-P) followed by 8 NMR spectra (H and C). Identify

Question

Shown below are 16 molecules (A-P) followed by 8 NMR spectra (H and C). Identify each spectrum by placing the letter of the correct structure beside the spectrum.

For this question there is a correction, structures C and D are the same and both are incorrect. The correct structures are shown below in the 2nd picture.

NMR Spectras

13 14. Shown below are 16 molecules (A-P) followed by 8 NMR spectra (H and C). Identity each spectrum by placing the letter of the letter of the correct structure beside the spectrum. (16 points) HO NH2 O.

Explanation / Answer

Spectrum 1 (from top)

Compound : O

NMR showed 6 : 3 : 2 protons with a C=O carbon in 13C

Spectrum 2 (from top)

Compound : I

NMR showed 2 : 2 : 5 protons with 5 protons in phenyl region

Spectrum 3 (from top)

Compound : A

NMR showed peaks in 6 : 4 : 2 : 1 ratio

Spectrum 4 (from top)

Compound : K

NMR showed a symmetrical split for 2 : 2 protons in aromatic region, so disubstituted and one CH2 downfield, attached to O.

Spectrum 5 (from top)

Compound : E

Spectrum 7 (from top)

Compound : G

Spectrum 8 (bottom most)

Compound : C

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