Give the structure that corresponds to each of the following molecular formulas and NMR spectra.
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5. Give the structure that corresponds to each of the following molecular formulas and NMR spectra. For

full credit show your work (assignments of signals to the respective hydrogens, etc). (s= singlet, d= doublet, t= triplet, q= quartet, quint.= quintet, sext.= sextet, sept.= septet). (25 points)

a) C3H7NO2  4.6 (sept., 1H)

1.5 (d, 6H)

 

 

 

 

 

 

b) C5H12O2  3.3 (s, 6H)

1.2 (s, 6H)

 

 

 

 

 

 

 

 

 

 

c) C3H5ClO2  11.7 (br. s, 1H, exchanges with D2O)

3.8 (t, 2H)

2.8 (t, 2H)

5

 

 

 

 

 

 

 

 

d) C3H5ClO2  12.2 (br.s, 1H, exchanges with D2O)

4.4 (q, 1H)

1.7 (d, 3H)

 

 

 

 

 

 

 

 

 

e) C8H8O2

9.9 (s, 1H)

7.8 (d, 2H)

7.0 (d, 2H)

3.8 (s, 3H)

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