The 'H NMR spectrum has four signals: a doublet at 81.2(3H), a quartet at 84.5(1H),a singlet at 83.6(3H) and a singlet at 12.5 ppm. The ¹3C NMR spectrum has foursignals at 8177, 70, 54 and 18 ppm. Suggest a structure for this compound.A C,H,N compound shows infrared absorption at 2250 cm. It's 'H NMR spectrumhas three signals: sharp singlets at 8 2.4 (3H), 3.8 (2H) and a broader one at 7.2 (4H)ppm. The ¹5C NMR spectrum has seven signals, five at fields lower than 8100 ppmand two at higher fields. Suggest a structure for this compound.

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Answered: he NMR singlet at 83. gnals at 8177

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he NMR singlet at 83. gnals at 8177

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.26P: Compound I (C11H14O2) is insoluble in water, aqueous acid, and aqueous NaHCO3, but dissolves readily...

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Question

The 'H NMR spectrum has four signals: a doublet at 81.2(3H), a quartet at 84.5(1H),
a singlet at 83.6(3H) and a singlet at 12.5 ppm. The ¹3C NMR spectrum has four
signals at 8177, 70, 54 and 18 ppm. Suggest a structure for this compound.
A C,H,N compound shows infrared absorption at 2250 cm. It's 'H NMR spectrum
has three signals: sharp singlets at 8 2.4 (3H), 3.8 (2H) and a broader one at 7.2 (4H)
ppm. The ¹5C NMR spectrum has seven signals, five at fields lower than 8100 ppm
and two at higher fields. Suggest a structure for this compound.

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