Question

1a) Shown below are the mass spectrum of a substituted benzene. The base peak is the molecular ion. Posted below are the 13 C NMR and 1 H NMR spectra (ignore the 1H peak at 3.5 and 13C peak that is a triad at 77 ppm) Provide the structure of the molecule from these spectra.

1b) Provide a synthesis of the molecule starting from benzene

CDCl3 240 QE-300 220200180 160 120 100 80 20 7 10 12

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Co Ce cl co 26 /250 roion Sivalii a CIH aublur

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