Compound A has a molecular formula C5H11NO and a HNMR spectrum as such: 8.05 (s, 1H), 3.04 (s, 3H), 2.67 (t, 2H), 1.55 (m, 2H), 0.91 (t, 3H). The CNMR shows one peak above 160ppm. When hydrolyzed with H3O+, two compounds are formed B and C after aqueous workup. Draw the structures of A, B, and C.

Compound A has a molecular formula C5H11NO and a HNMR spectrum as such: 8.05 (s, 1H), 3.04 (s, 3H), 2.67 (t, 2H), 1.55 (m, 2H), 0.91 (t, 3H). The CNMR shows one peak above 160ppm. When hydrolyzed with H3O+, two compounds are formed B and C after aqueous workup. Draw the structures of A, B, and C.

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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