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Logic Puzzle #35: Assigning Chemical Shifts

September 24, 2012

Coupling information is very useful in locating the position of an atom in relation to other atoms. This puzzle covers one such example.

For an unknown compound1, a di-substituted phenyl ring with a fluorine substituent was deciphered. The 13C NMR spectrum below shows two 13C signals split due to 19F-13C coupling. Which carbon, chemical shift at 116 or 134 ppm, is adjacent to the C-F group?

Thank you Walter for your comment on puzzle #34. I missed it in the last post.

  1. Cohen, D.T., Eichman, C.C., Phillips, E.M., Zarefski, E.R., Scheidt, K.A., Angew. Chemie. Int. Ed. 2012, 51, 7309-7313.

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