Below are the NMR spectra and molecular formulas of three molecules. Draw the complete structure in the boxes below. All the atoms in each molecule are closed shell (octets) and uncharged. Lack of IR data does not mean that a specific functional group is not present in the molecule.

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
icon
Concept explainers
Question

See attached picture

 

Question.) Below are the NMR spectra and molecular formulas of three molecules. Draw the complete structure in the boxes below. All the atoms in each molecule are closed shell (octets) and uncharged. Lack of IR data does not mean that a specific functional group is not present in the molecule.

**Transcription and Explanation of NMR Spectrum for C₇H₁₂O₂**

This image presents an NMR (Nuclear Magnetic Resonance) spectrum of the compound with the molecular formula C₇H₁₂O₂. The spectrum is labeled to indicate different chemical shifts and splitting patterns. Notably, there is a reference to a C=O stretch in the IR spectrum, suggesting the presence of a carbonyl group.

### Spectrum Details:

- **Chemical Shifts (δ, ppm)**:
  - Around 6.0 ppm: Two doublet of triplets (dt), each signifying 1H, with a coupling constant (J) of 18 Hz, indicating a possible alkene proton.
  - Around 3.4 ppm: A singlet (s), corresponding to 3H, likely indicating a methyl group adjacent to an electronegative atom such as oxygen.
  - Around 2.3 ppm: A doublet (d), representing 2H, potentially an indication of methylene protons adjacent to a carbonyl group.
  - Around 1.2 ppm: A doublet of quartets (dq), representing 2H, suggesting coupling between a CH2 group and adjacent methyl groups.
  - Around 0.9 ppm: A triplet (t), representing 3H, most likely a terminal methyl group.

### Graph Description:

- **X-Axis**: Represents chemical shift in parts per million (PPM), which indicates the environment of protons within the molecule.
- **Y-Axis**: Indicates the intensity of the signals, corresponding to the number of hydrogen atoms contributing to each signal.

### Structural Considerations:

- The combination of chemical shifts and splitting patterns provides insights into the molecular structure, suggesting the presence of aliphatic and potentially unsaturated structures.
- The presence of a singlet at 3.4 ppm is characteristic of protons adjacent to an oxygen atom, possibly indicating that the compound contains an ester group.
- The C=O stretch (indicated by IR data mentioned in text) complements the NMR data by suggesting an ester or carbonyl functionality in the structure.

Since the structure is to be drawn based on this data, the attributes such as the C=O stretch and NMR signals guide the deduction of the exact structural formula of C₇H₁₂O₂.

**Note**: The structure should be drawn based on these
Transcribed Image Text:**Transcription and Explanation of NMR Spectrum for C₇H₁₂O₂** This image presents an NMR (Nuclear Magnetic Resonance) spectrum of the compound with the molecular formula C₇H₁₂O₂. The spectrum is labeled to indicate different chemical shifts and splitting patterns. Notably, there is a reference to a C=O stretch in the IR spectrum, suggesting the presence of a carbonyl group. ### Spectrum Details: - **Chemical Shifts (δ, ppm)**: - Around 6.0 ppm: Two doublet of triplets (dt), each signifying 1H, with a coupling constant (J) of 18 Hz, indicating a possible alkene proton. - Around 3.4 ppm: A singlet (s), corresponding to 3H, likely indicating a methyl group adjacent to an electronegative atom such as oxygen. - Around 2.3 ppm: A doublet (d), representing 2H, potentially an indication of methylene protons adjacent to a carbonyl group. - Around 1.2 ppm: A doublet of quartets (dq), representing 2H, suggesting coupling between a CH2 group and adjacent methyl groups. - Around 0.9 ppm: A triplet (t), representing 3H, most likely a terminal methyl group. ### Graph Description: - **X-Axis**: Represents chemical shift in parts per million (PPM), which indicates the environment of protons within the molecule. - **Y-Axis**: Indicates the intensity of the signals, corresponding to the number of hydrogen atoms contributing to each signal. ### Structural Considerations: - The combination of chemical shifts and splitting patterns provides insights into the molecular structure, suggesting the presence of aliphatic and potentially unsaturated structures. - The presence of a singlet at 3.4 ppm is characteristic of protons adjacent to an oxygen atom, possibly indicating that the compound contains an ester group. - The C=O stretch (indicated by IR data mentioned in text) complements the NMR data by suggesting an ester or carbonyl functionality in the structure. Since the structure is to be drawn based on this data, the attributes such as the C=O stretch and NMR signals guide the deduction of the exact structural formula of C₇H₁₂O₂. **Note**: The structure should be drawn based on these
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
Electronic Effects
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
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