Question

Problem #3 Below are the 'C and DEPT spectra of a compound with molecular formula CiHoO. Propose a structure for this compound and assign all resonances. Dept 135 Dept 90 Dept 45 Carbon 200 190 180 170 160 50 140 130 120 110m70 60 50 402010 Ppm Extra Credit Draw the splitting cascade for Ho given the coupling constants shown below. Accurately draw the resulting nultiplet for Hb indicating the relative intensities and correct spacing of the peaks within the multiplet. be-16 Hz

Answer 1

Now from Dept 90 the spectra have the one peak in alifatic reigon. So this molecule have one C-H moiety. and another peak in alifatic reagion belongs to methyl group. Similarly from arometic region it also have three peaks. One quaternary carbon.

Now the molecule have the DBE = 4 So it is a phenyl ring with monosubstitution.

Hence this is the spectra of 1-phenyl ethanol