Question

Circle which compound matches the given IR spectrum (4 pts): =O 2.6 2.8 3 3.5 4 4.5 wavelength, micrometers 5 5.5 6 7 8 9 10 11 12 13 14 1516 percent transmittance 800 600 3800 3400 3000 2600 2200 2000 1800 1600 1400 1200 1000 wavenumber, cm1 2. For the following compounds, how many signals would you expect to see in the 'H NMR spectrum (6 pts)? Сн, сн, HH

Answer 1

1. Only one strong evidence is the strong, broad signal at 3200 - 3500 cm-1 is due to alcohol O-H stretch. So the IR spectrum represents compound A.

2.

a) 3 signals. one geminal, one cis-, and one-trans relative to Cl atom.

b) 1 signal only, the molecule is symmetric around carbonyl group.

c) 4 signals, 1 for methyl group, 1 for ortho-protons, 1 for meta-protons, and 1 for para-protons.

1 Circle which comnound matches the given IR spectrum (4 pts): Он C в wavelength, micrometers 3.5 4 45 5.5 6 7 8 9 10 11 12 13 14 1516 2.6 2.8 3 100 60 40 20 3800 3400 3000 2600 2200 2000 1800 1600 1400 1200 1000 800 600 wavenumber, cm For the following compounds, how many signals would you expect to see in the 'H NMR spectrum (6 pts)? 2 b) ҫH, X CH3 CH3 н percent transmittance 3

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