1. In both the starting material and product the chemical shift of the hydroxyl proton is approximately 13 ppm. Table 22.2 in your "Techniques in Organic Chemistry" textbook gives 4.0 - 8.0 ppm as the typical range for phenolic protons. Explain this apparent discrepancy. Hint: Think about the solvent the NMR spectrum was run in...
1. In both the starting material and product the chemical shift of the hydroxyl proton is approximately 13 ppm. Table 22.2 in your "Techniques in Organic Chemistry" textbook gives 4.0 - 8.0 ppm as the typical range for phenolic protons. Explain this apparent discrepancy. Hint: Think about the solvent the NMR spectrum was run in...
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL4: Proton (1h) Nmr Spectroscopy
Section: Chapter Questions
Problem 23CTQ
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Electron withdrawing group and intramolecular hydrogen bond interaction make a proton deshielded and thus results higher chemical shift.
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