Question
Draw a proposed structure for the following NMR and IR
Propose a suitable structure that is consistent wi
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Answer #1

Given below is the predicted structure of the compound

m/z 166 : 168 = 1 : 1 sugessts we have Br in the molecule

1H-NMR

1.7 ppm (singlet) for 6H is due to CH3's next to C

1.8 ppm (triplet) for 2H is for CH2 next to COH

3.5 ppm is for CH2 next to Br

1H singlet is for OH

13C-NMR

as expected we have 2 signals for CH2 and CH3's

peak at 56 is due to carbon of C attached to OH

50 ppm is due to carbon next to Br

The structure would be thus,

HO

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