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The iodination of salicylamide was carried out analogous to Experiment 12 in your “Green Organic Chemistry" textbook: Nal NaOCI lodosalicylamide EIOH OH Salicylamide The 'H NMR spectra of the starting material and product are posted on Blackboard. Processed data are posted in the document A2-spectra.pdf. If you would rather process the data yourself, the raw FID's are also posted on Blackboard with the filenames shown below. In cach case the solvent is de-DMSO (if you process the data yourself, be sure to reference the center peak of DMSO to 2.5 ppm). Salicylamide (the starting material): The recrystallized iodosalicylamide (product) salicylamide.mrc iodo salicylamide xtal.mrc 8. In both the starting material and product the chemical shift of the hydroxyl proton is approximately 13 ppm. Table 21.2 in your "Techniques in Organic Chemistry" textbook gives 4.0 – 8.0 ppm as the typical range for phenolic protons. Explain this apparent discrepancy.

The iodination of salicylamide was carried out analogous to Experiment 12 in your “Green Organic Chemistry" textbook: Nal NaOCI lodosalicylamide EIOH OH Salicylamide The 'H NMR spectra of the starting material and product are posted on Blackboard. Processed data are posted in the document A2-spectra.pdf. If you would rather process the data yourself, the raw FID's are also posted on Blackboard with the filenames shown below. In cach case the solvent is de-DMSO (if you process the data yourself, be sure to reference the center peak of DMSO to 2.5 ppm). Salicylamide (the starting material): The recrystallized iodosalicylamide (product) salicylamide.mrc iodo salicylamide xtal.mrc 8. In both the starting material and product the chemical shift of the hydroxyl proton is approximately 13 ppm. Table 21.2 in your "Techniques in Organic Chemistry" textbook gives 4.0 – 8.0 ppm as the typical range for phenolic protons. Explain this apparent discrepancy.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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The iodination of salicylamide was carried out analogous to Experiment 12 in your "Green Organie Chemistry" textbook: Nal NaOCI `NH lodosalicylamide EIOH OH Salicylamide The 'H NMR spectra of the starting material and product are posted on Blackboard. Processed data are posted in the document A2-spectra.pdf. If you would rather process the data yourself, the raw FID's are also posted on Blackboard with the filenames shown below. In cach case the solvent is de-DMSO (if you process the data yourself, be sure to reference the center peak of DMSO to 2.5 ppm). Salicylamide (the starting material): The recrystallized iodosalicylamide (product) salicylamide.mrc iodo salicylamide xtal.mrc 8. In both the starting material and product the chemical shift of the hydroxyl proton is approximately 13 ppm. Table 21.2 in your “Techniques in Organic Chemistry" textbook gives 4.0 - 8.0 ppm as the typical range for phenolic protons. Explain this apparent discrepancy.
Transcribed Image Text:The iodination of salicylamide was carried out analogous to Experiment 12 in your "Green Organie Chemistry" textbook: Nal NaOCI `NH lodosalicylamide EIOH OH Salicylamide The 'H NMR spectra of the starting material and product are posted on Blackboard. Processed data are posted in the document A2-spectra.pdf. If you would rather process the data yourself, the raw FID's are also posted on Blackboard with the filenames shown below. In cach case the solvent is de-DMSO (if you process the data yourself, be sure to reference the center peak of DMSO to 2.5 ppm). Salicylamide (the starting material): The recrystallized iodosalicylamide (product) salicylamide.mrc iodo salicylamide xtal.mrc 8. In both the starting material and product the chemical shift of the hydroxyl proton is approximately 13 ppm. Table 21.2 in your “Techniques in Organic Chemistry" textbook gives 4.0 - 8.0 ppm as the typical range for phenolic protons. Explain this apparent discrepancy.
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Increase in chemical shifts suggest that the proton is deshielded. Hydrogen bond interaction is one of the factor that makes a proton deshielded.

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