1. Build cyclohexane in ChemDraw. Copy and paste the structure into Chem3D. Then find the lowest-energy conformation. Record the total strain energy of this conformation from the "Untitled-1: Messages" window. Use the trackball to rotate the molecule to view it from different perspectives. Find the most informative view of this lowest-energy conformation. Start Microsoft Word and open a new Word document. Type your name and Chem 333L laboratory section at the top of the page. Then paste in the preferred view of the lowest-energy conformation of cyclohexane. Annotate this view with the total strain energy.
1. Build cyclohexane in ChemDraw. Copy and paste the structure into Chem3D. Then find the lowest-energy conformation. Record the total strain energy of this conformation from the "Untitled-1: Messages" window. Use the trackball to rotate the molecule to view it from different perspectives. Find the most informative view of this lowest-energy conformation. Start Microsoft Word and open a new Word document. Type your name and Chem 333L laboratory section at the top of the page. Then paste in the preferred view of the lowest-energy conformation of cyclohexane. Annotate this view with the total strain energy.
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...
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Transcribed Image Text:**Conformational Analyses**
1. **Cyclohexane Structure and Energy Analysis:**
- Use ChemDraw to construct a cyclohexane model. Transfer the structure into Chem3D.
- Identify the conformation with the lowest energy and note the total strain energy from the "Untitled-1: Messages" window.
- Utilize the trackball to view the molecule from various perspectives. Choose the most informative view of this conformation.
- Open a Word document, type your name and Chem 333L lab section. Paste and annotate the preferred view of cyclohexane’s lowest-energy conformation, including the total strain energy.
2. **Methylcyclohexane Conformations:**
- Follow the first exercise for methylcyclohexane with the methyl group in an axial position, and then with it in an equatorial position.
- Compare the total strain energies for both conformations.
- Paste these annotated views into your Word document.
3. **t-Butylcyclohexane Conformations:**
- Repeat the procedure above for t-butylcyclohexane with the t-butyl group in axial and equatorial positions.
- Compare the strain energies, and include the annotated views in your Word document.
4. **cis-1,2-Dimethylcyclohexane Analysis:**
- Repeat the first exercise for cis-1,2-dimethylcyclohexane.
- Measure the H-C-C-H dihedral angle between methyl protons and record this measurement.
- Include these details along with the annotated view in your Word document.
5. **trans-1,2-Dimethylcyclohexane Conformation:**
- Perform the analysis for trans-1,2-dimethylcyclohexane and include the annotated view in your Word document.
Transcribed Image Text:**Exercise Instructions for Chem 333L:**
6. **Repeat Exercise 1 for cis-1,3-dimethylcyclohexane.** Paste the annotated view into your Word document. Include both the total strain energy and dihedral angle values.
7. **Repeat Exercise 1 for trans-1,3-dimethylcyclohexane.** Paste the annotated view into your Word document.
8. **Repeat Exercise 1 for both of the following cyclic acetals.** Compare the total strain energy values for both compounds. If these values are nonidentical, refer to the strain-energy components in the "Messages" windows for both energy-minimized compounds. Paste the data from this window into your Word document and discuss which specific interactions are responsible for making one compound more stable than the other.
- **Diagram Descriptions:**
- On the left: A six-membered cyclic acetal with two oxygen atoms and two methyl groups (CH₃) attached.
- On the right: A similar six-membered cyclic acetal, depicted with a slightly different configuration of the methyl groups.
**Submission Instructions:**
Submit a PDF copy of your Word document to the Chem 333L Canvas site before leaving the computer lab.
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