Question

I kind of know where to start for these but I get so confused trying to draw the structure and how to read and interpret the CNMR. Looking at the IR frequencies i think there is a benzene ring, as well as sp2 and sp3 C-H bonds, there is no O-H or N-H bonds, as well as no carbon triple bonds to nitrogen or carbon, and no carbon double bonded to oxygen bonds.I know there has to be 8 hydrogens in the isomer, a singlet CH3 group, a multiplet CH3 group and a multiplet CH2 group. When it comes to using the CNMR and drawing the structure I get lost.

Unknown number: 892 Callam/Paul Chemistry 2540 Spectroscopy Unknown - 25 points Information: Each spectra below was obtained from a pure compound. Mass Spectrum parent peaks (M) are listed for all examples. IR peaks listed are strong (s) unless otherwise indicated for signals above 1500 cm 'H NMR Spectra, the integral is given in number of hydrogens (#H) or as a relative ratio. Important coupling constants (J-values) are listed next to the peaks for some examples. For some spectra, an inset (grey box) is also given showing a "zoom-in" on an important part of the spectrum. Mass Spectrometry (not shown): [M] = 108 m/z Infrared Spectroscopy (not shown): 3033, 3003, 2957, 2945, 2836, 1601, 1498, 1248, 1041 cm H Nuclear Magnetic Resonance. mm 2H 3H PPM 3H *C Nuclear Magnetic Resonance. 160 ' 140 ' 120 ' 100 ' 80 ' 60 ' 40 ' 20 ' PPM

Answer 1

& As per the data given in the question as IR, 'H-NMR, BC-NMR. we came to conclesian by drausing the following structure HB (a) 'H-NMR. I ca) 13H Sunglet 34 Herhe (24) Has Hb nyhd 84 cu!! 8 (34Cq © Hols So Anisole ( Jocs) is carent structure