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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![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.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fc2aa0f40-96dc-4a17-bc32-1e9eaca2ccd8%2F5ae6fa77-5be9-4623-b073-ffee30c02b8f%2Fwg6ah5f_processed.jpeg&w=3840&q=75)
Transcribed Image Text: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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