**Problem 3.19****Task:** Predict the expected chemical shift for each type of proton in the following compound:**Diagram Explanation:**The diagram shows a chemical structure with multiple functional groups. Key features of the compound include:- A benzene ring (aromatic ring) with alternating double bonds.- Alkynes (a triple bond connecting two carbons).- Hydroxyl groups (–OH) attached to the ring.- Ketone groups (=O) attached to the structure.**Chemical Analysis:**Each distinct proton environment in this compound will have a unique chemical shift. Predicting these shifts involves considering factors such as electronic environments, resonance, and neighboring groups that can affect the shielded or deshielded nature of the protons.- **Alkyne Protons:** Typically have chemical shifts around 2.0-3.0 ppm.- **Aromatic Protons:** Usually appear in the range of 6.0-8.5 ppm, influenced by the electron-withdrawing or donating nature of substituents.- **Hydroxyl Protons:** Their chemical shift can vary widely due to solvent and hydrogen bonding effects (usually around 1.0-5.0 ppm).- **Ketone Adjacent Protons:** Generally more deshielded, appearing downfield due to the electron-withdrawing effect of the carbonyl group.Understanding these shifts requires knowledge of NMR (nuclear magnetic resonance) spectroscopy principles and the chemical context of each proton.

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Answered: PROBLEM 3.19 Predict the expected…

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PROBLEM 3.19 Predict the expected chemical shift for each type of proton in the following compound: H 3 H OH OH

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

Section: Chapter Questions

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Concept explainers

Analyzing and Predicting Spectroscopic Data

The interaction of electromagnetic radiation with the structure of molecules in the sample and their study is referred spectroscopy. Several spectroscopic methods are used to acquire sample information, and these methods are proved to be accurate, fast, and non-destructive. The information obtained about the content and composition of molecules from these spectroscopic methods is called spectroscopic data.

Question

**Problem 3.19**

**Task:** Predict the expected chemical shift for each type of proton in the following compound:

**Diagram Explanation:**
The diagram shows a chemical structure with multiple functional groups. Key features of the compound include:

- A benzene ring (aromatic ring) with alternating double bonds.
- Alkynes (a triple bond connecting two carbons).
- Hydroxyl groups (–OH) attached to the ring.
- Ketone groups (=O) attached to the structure.

**Chemical Analysis:**
Each distinct proton environment in this compound will have a unique chemical shift. Predicting these shifts involves considering factors such as electronic environments, resonance, and neighboring groups that can affect the shielded or deshielded nature of the protons.

- **Alkyne Protons:** Typically have chemical shifts around 2.0-3.0 ppm.
- **Aromatic Protons:** Usually appear in the range of 6.0-8.5 ppm, influenced by the electron-withdrawing or donating nature of substituents.
- **Hydroxyl Protons:** Their chemical shift can vary widely due to solvent and hydrogen bonding effects (usually around 1.0-5.0 ppm).
- **Ketone Adjacent Protons:** Generally more deshielded, appearing downfield due to the electron-withdrawing effect of the carbonyl group.

Understanding these shifts requires knowledge of NMR (nuclear magnetic resonance) spectroscopy principles and the chemical context of each proton.

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