A ¹H NMR spectrum is shown for a molecule with the molecular formula of C5H1002. Draw the structure that best fits this data. 10 9 8 ppm

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
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question
This image is an NMR (Nuclear Magnetic Resonance) spectrum. It presents a graphical representation where the x-axis measures chemical shift in parts per million (ppm), ranging from about 0 to 10 ppm. 

**Graph Features:**

1. **Peaks:** The graph displays several distinct peaks, particularly concentrated between 0.5 to 4.5 ppm. These peaks correspond to different hydrogen environments in a molecule.

2. **Coupling Patterns:** Some peaks show splitting patterns due to the interaction (coupling) with neighboring hydrogen atoms. This splitting provides information about the number of neighboring hydrogens.

3. **Integration Curves:** The red curves above certain peaks represent integration, which indicates the relative number of hydrogens responsible for each peak.

4. **Chemical Shifts:** These chemical shifts can help identify different functional groups in the compound being analyzed. For instance, peaks near 1 ppm could indicate aliphatic hydrogens, while those further downfield (higher ppm) might suggest more electronegative environments or proximity to aromatic systems.

**Educational Context:**

This spectrum can be used to teach concepts such as chemical shift, coupling constants, and functional group identification in organic chemistry. Understanding these aspects helps deduce the structure of chemical compounds.
Transcribed Image Text:This image is an NMR (Nuclear Magnetic Resonance) spectrum. It presents a graphical representation where the x-axis measures chemical shift in parts per million (ppm), ranging from about 0 to 10 ppm. **Graph Features:** 1. **Peaks:** The graph displays several distinct peaks, particularly concentrated between 0.5 to 4.5 ppm. These peaks correspond to different hydrogen environments in a molecule. 2. **Coupling Patterns:** Some peaks show splitting patterns due to the interaction (coupling) with neighboring hydrogen atoms. This splitting provides information about the number of neighboring hydrogens. 3. **Integration Curves:** The red curves above certain peaks represent integration, which indicates the relative number of hydrogens responsible for each peak. 4. **Chemical Shifts:** These chemical shifts can help identify different functional groups in the compound being analyzed. For instance, peaks near 1 ppm could indicate aliphatic hydrogens, while those further downfield (higher ppm) might suggest more electronegative environments or proximity to aromatic systems. **Educational Context:** This spectrum can be used to teach concepts such as chemical shift, coupling constants, and functional group identification in organic chemistry. Understanding these aspects helps deduce the structure of chemical compounds.
**Title: Analyzing a Proton Nuclear Magnetic Resonance (¹H NMR) Spectrum**

**Introduction:**

A ¹H NMR spectrum is depicted for a molecule with the molecular formula C₅H₁₀O₂. The task is to deduce the structure that aligns with this spectral data.

**Spectrum Overview:**

The spectrum features several key peaks indicating different hydrogen environments within the molecule. The x-axis represents the chemical shift in parts per million (ppm), and the y-axis represents the signal intensity.

**Peak Analysis:**

1. **Chemical Shift Range (ppm):**
   - The peaks appear roughly at the following positions: 1.1, 1.7, 2.3, 4.1, and 9.8 ppm.

2. **Peak Explanation:**
   - **1.1 ppm:** This peak likely corresponds to hydrogens in an alkyl group (e.g., a CH₃ group).
   - **1.7 ppm:** Indicates a nearby electron-withdrawing group affecting these hydrogens.
   - **2.3 ppm:** Represents hydrogens adjacent to a carbonyl group (C=O).
   - **4.1 ppm:** Typically associated with hydrogens adjacent to an oxygen atom in an ester (C-O).
   - **9.8 ppm:** Suggestive of hydrogens in an aldehyde environment.

**Conclusion:**

Based on the spectrum analysis and considering the molecular formula C₅H₁₀O₂, the molecule likely contains an ester or aldehyde functional group as inferred from the chemical shifts. The provided data can help deduce the precise structural arrangement of the molecule’s atoms.
Transcribed Image Text:**Title: Analyzing a Proton Nuclear Magnetic Resonance (¹H NMR) Spectrum** **Introduction:** A ¹H NMR spectrum is depicted for a molecule with the molecular formula C₅H₁₀O₂. The task is to deduce the structure that aligns with this spectral data. **Spectrum Overview:** The spectrum features several key peaks indicating different hydrogen environments within the molecule. The x-axis represents the chemical shift in parts per million (ppm), and the y-axis represents the signal intensity. **Peak Analysis:** 1. **Chemical Shift Range (ppm):** - The peaks appear roughly at the following positions: 1.1, 1.7, 2.3, 4.1, and 9.8 ppm. 2. **Peak Explanation:** - **1.1 ppm:** This peak likely corresponds to hydrogens in an alkyl group (e.g., a CH₃ group). - **1.7 ppm:** Indicates a nearby electron-withdrawing group affecting these hydrogens. - **2.3 ppm:** Represents hydrogens adjacent to a carbonyl group (C=O). - **4.1 ppm:** Typically associated with hydrogens adjacent to an oxygen atom in an ester (C-O). - **9.8 ppm:** Suggestive of hydrogens in an aldehyde environment. **Conclusion:** Based on the spectrum analysis and considering the molecular formula C₅H₁₀O₂, the molecule likely contains an ester or aldehyde functional group as inferred from the chemical shifts. The provided data can help deduce the precise structural arrangement of the molecule’s atoms.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
NMR Spectroscopy of Organic Molecules
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY