2H ЗН ♡ PPM 1Н 2Н - 2 6H

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
Spectroscopy Unknown: propose a structure consistent with the spectra provided and write the structure of your answer in the box on the last page. Mass Spectrum (not shown): [M] = 174 (100%) m/z IR Spectrum (not shown): 2983, 1743 cm-1 (all listed are strong (s) unless otherwise indicated) 1H NMR Spectrum (400 MHz, CDCl3, 25 °C) 13C NMR Spectrum (with DEPT), proton-decoupled (125 MHz, CDCl3, 25 °C)
**1H Nuclear Magnetic Resonance (NMR) Spectrum**

Nuclear Magnetic Resonance (NMR) spectroscopy is a crucial analytical technique used to determine the structure of organic compounds. The image above displays a 1H NMR spectrum which is an analysis of the hydrogen (proton) environments in a given molecule. Below, we will detail the main features of this spectrum.

**Graph Explanation:**
The horizontal axis represents the chemical shift in parts per million (PPM), while the vertical axis displays the intensity of the NMR signal. The chemical shift informs us about the electronic environment surrounding the hydrogen atoms.

**Peak Assignments:**
1. **2H Triplet (t) at ~4.2 PPM:**
   - This signal is identified as a triplet.
   - Represents 2 hydrogen atoms.
   - The triplet pattern (t) suggests that these hydrogen atoms are coupled with two adjacent equivalent hydrogens.

2. **3H Singlet (s) at ~3.7 PPM:**
   - This signal is a singlet, which means there are no adjacent hydrogen atoms causing splitting.
   - Represents 3 hydrogen atoms.
   - Presence of a singlet indicates no neighboring hydrogens within 3 bonds.

3. **1H Multiplet (m) and 2H Triplet (t) at ~2.8 PPM:**
   - One signal is a multiplet (m) involving 1 hydrogen atom.
   - The triplet pattern (t) here represents 2 hydrogen atoms.
   - Multiplet translations typically indicate complex splitting due to interactions with multiple neighboring hydrogens.

4. **6H Doublet (d) at ~1.2 PPM:**
   - This signal is shown as a doublet.
   - Represents 6 hydrogen atoms.
   - The doublet (d) pattern results from coupling with one adjacent equivalent hydrogen atom.

Understanding these signals can help elucidate the structure of the molecule under study. By interpreting the chemical shifts and coupling patterns, chemists can piece together how different hydrogen atoms are connected within the molecule.
Transcribed Image Text:**1H Nuclear Magnetic Resonance (NMR) Spectrum** Nuclear Magnetic Resonance (NMR) spectroscopy is a crucial analytical technique used to determine the structure of organic compounds. The image above displays a 1H NMR spectrum which is an analysis of the hydrogen (proton) environments in a given molecule. Below, we will detail the main features of this spectrum. **Graph Explanation:** The horizontal axis represents the chemical shift in parts per million (PPM), while the vertical axis displays the intensity of the NMR signal. The chemical shift informs us about the electronic environment surrounding the hydrogen atoms. **Peak Assignments:** 1. **2H Triplet (t) at ~4.2 PPM:** - This signal is identified as a triplet. - Represents 2 hydrogen atoms. - The triplet pattern (t) suggests that these hydrogen atoms are coupled with two adjacent equivalent hydrogens. 2. **3H Singlet (s) at ~3.7 PPM:** - This signal is a singlet, which means there are no adjacent hydrogen atoms causing splitting. - Represents 3 hydrogen atoms. - Presence of a singlet indicates no neighboring hydrogens within 3 bonds. 3. **1H Multiplet (m) and 2H Triplet (t) at ~2.8 PPM:** - One signal is a multiplet (m) involving 1 hydrogen atom. - The triplet pattern (t) here represents 2 hydrogen atoms. - Multiplet translations typically indicate complex splitting due to interactions with multiple neighboring hydrogens. 4. **6H Doublet (d) at ~1.2 PPM:** - This signal is shown as a doublet. - Represents 6 hydrogen atoms. - The doublet (d) pattern results from coupling with one adjacent equivalent hydrogen atom. Understanding these signals can help elucidate the structure of the molecule under study. By interpreting the chemical shifts and coupling patterns, chemists can piece together how different hydrogen atoms are connected within the molecule.
### ^13C NMR Spectrum Analysis

#### Overview
The image provided represents a ^13C NMR spectrum of an undefined organic compound. The spectrum is observed using DEPT (Distortionless Enhancement by Polarization Transfer) and is proton-decoupled, which simplifies the interpretation of the carbon environments within the molecule. The data was collected under the following conditions:
- Frequency: 125 MHz
- Solvent: CDCl_3 (Deuterated Chloroform)
- Temperature: 25°C

#### Interpretation of the Spectrum

##### Axis and Scale
- **X-axis (PPM)**: This axis represents the chemical shift in parts per million (PPM), which is a measure of the resonance frequency of the ^13C nuclei relative to a standard reference compound, typically tetramethylsilane (TMS). The spectrum spans from 0 to approximately 200 PPM, a range typical for ^13C NMR spectra.
- **Y-axis (Intensity)**: This axis, though not explicitly labeled, represents the signal intensity or the relative number of carbon atoms giving rise to a particular signal.

##### Peaks and Chemical Shifts
- **Peaks at ~180-160 PPM**: These signals suggest the presence of carbonyl carbon atoms (e.g., in acids, esters, or ketones).
- **Peaks at ~60 PPM**: This region typically indicates carbons attached to electronegative atoms such as oxygen or nitrogen (like in alcohols, amines, or ethers).
- **Peaks at ~40-20 PPM**: These signals may correspond to aliphatic carbons (e.g., methyl, methylene, or methine groups).

##### Notable Observations
- The DEPT experiment helps distinguish between different types of carbon atoms (CH, CH2, and CH3) but the detailed type is not explicitly stated in the simplified spectrum provided.
- Proton decoupling removes splitting due to proton-carbon couplings, making the interpretation easier by resulting in singlet peaks for each carbon environment.

#### Applications
This ^13C NMR spectrum can help in identifying and confirming the molecular structure of an organic compound by comparing the observed chemical shifts and intensities to known values for specific carbon environments in various organic functionalities.

#### Conclusion
The simplified ^13C NMR spectrum lends itself well to the elucidation of molecular structure in organic chemistry. By analyzing the peak positions and their intensities,
Transcribed Image Text:### ^13C NMR Spectrum Analysis #### Overview The image provided represents a ^13C NMR spectrum of an undefined organic compound. The spectrum is observed using DEPT (Distortionless Enhancement by Polarization Transfer) and is proton-decoupled, which simplifies the interpretation of the carbon environments within the molecule. The data was collected under the following conditions: - Frequency: 125 MHz - Solvent: CDCl_3 (Deuterated Chloroform) - Temperature: 25°C #### Interpretation of the Spectrum ##### Axis and Scale - **X-axis (PPM)**: This axis represents the chemical shift in parts per million (PPM), which is a measure of the resonance frequency of the ^13C nuclei relative to a standard reference compound, typically tetramethylsilane (TMS). The spectrum spans from 0 to approximately 200 PPM, a range typical for ^13C NMR spectra. - **Y-axis (Intensity)**: This axis, though not explicitly labeled, represents the signal intensity or the relative number of carbon atoms giving rise to a particular signal. ##### Peaks and Chemical Shifts - **Peaks at ~180-160 PPM**: These signals suggest the presence of carbonyl carbon atoms (e.g., in acids, esters, or ketones). - **Peaks at ~60 PPM**: This region typically indicates carbons attached to electronegative atoms such as oxygen or nitrogen (like in alcohols, amines, or ethers). - **Peaks at ~40-20 PPM**: These signals may correspond to aliphatic carbons (e.g., methyl, methylene, or methine groups). ##### Notable Observations - The DEPT experiment helps distinguish between different types of carbon atoms (CH, CH2, and CH3) but the detailed type is not explicitly stated in the simplified spectrum provided. - Proton decoupling removes splitting due to proton-carbon couplings, making the interpretation easier by resulting in singlet peaks for each carbon environment. #### Applications This ^13C NMR spectrum can help in identifying and confirming the molecular structure of an organic compound by comparing the observed chemical shifts and intensities to known values for specific carbon environments in various organic functionalities. #### Conclusion The simplified ^13C NMR spectrum lends itself well to the elucidation of molecular structure in organic chemistry. By analyzing the peak positions and their intensities,
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 3 images

Blurred answer
Knowledge Booster
Discovery of Radioactivity
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.
Similar questions
  • SEE MORE QUESTIONS
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