● ● ● ● Add in the missing hydrogens Determine the number of ¹H NMR signals in each compound below. Label each type of proton (A, B, etc.) and fill in the tables provided on the following page with a row for each type of proton (signal). Predict the integration (#H's), the chemical shift range (ppm), and calculated chemical shift (ppm), that you would expect for each signal. Determine the splitting pattern for each signal using the n+1 rule, where n is the number of H's on adjacent carbon atoms. ● O ● ■ Sketch the predicted ¹H NMR spectrum of each compound and use nmrdb.org to check your work Approximate the central chemical shift of the signal on the x-axis and draw each splitting pattern. Don't worry about incorporating integration (peak size). (c) (a) Br ■ Splitting patterns: singlet, doublet, triplet, quartet, pentet, sextet, heptet, or multiplet. There is no splitting through heteroatoms (O, N, S, etc.) - all OH's are singlets! Br (e) (b) OH (f) (d) -OH

● ● ● ● Add in the missing hydrogens Determine the number of ¹H NMR signals in each compound below. Label each type of proton (A, B, etc.) and fill in the tables provided on the following page with a row for each type of proton (signal). Predict the integration (#H's), the chemical shift range (ppm), and calculated chemical shift (ppm), that you would expect for each signal. Determine the splitting pattern for each signal using the n+1 rule, where n is the number of H's on adjacent carbon atoms. ● O ● ■ Sketch the predicted ¹H NMR spectrum of each compound and use nmrdb.org to check your work Approximate the central chemical shift of the signal on the x-axis and draw each splitting pattern. Don't worry about incorporating integration (peak size). (c) (a) Br ■ Splitting patterns: singlet, doublet, triplet, quartet, pentet, sextet, heptet, or multiplet. There is no splitting through heteroatoms (O, N, S, etc.) - all OH's are singlets! Br (e) (b) OH (f) (d) -OH

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 21.30P

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