Question
Draw the organic structure that is represented by the following spectra:


R Spectrum 1600 1200 800 00 Mass Specthumos C10Hyss 40 0 12 160 200 20 280 200 250 300 3C NMR Spectrum 200 160 120 80 (ppm) H NMR Spectrum 10 (ppm) Problem 65 Loc 2112 of 3148 74%
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Answer #1

molecular formulae of the compound is C10H14.

Degree of unsaturation = 10 - (14/2) + 1 = 4

A peak at around 3000 cm -1 indicates the presence of a benzene ring with a degree of unsaturation of 4.

The 1H NMR spectrum conforms the presence of only 2 different types of H - atoms. The peak at arounf 7 ppm represents the benzene hydrogen. Hence the compound should be tert - butylbenzene.

(a) CHl3 Ca) 3 Ht lo

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