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Mehta-Ashay-project1 - Ashay Mehta Honors Organic Chemistry...

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Ashay Mehta Honors Organic Chemistry I Chem 243H Fall 2009 Due Date: 11/25/09 1, 2 – Dichloroethane 1, 2 – Ethane diol Dihedral Heat of Formation Relative Heat of Formation 0 degrees -142841.0185 16.0494 30 degrees -142854.5081 2.5598 60 degrees -142857.0679 0 90 degrees -142852.1856 4.8823 120 degrees -142849.6819 7.386 150 degrees -142853.6324 3.4355 180 degrees -142853.7565 3.3114 For the 1, 2-Dichloroethane, at the 0 degree dihedral, the conformation was in a cis- conformation. This is the least stable conformation because it has the highest heat of formation out of the seven conformations for 1, 2-Dichloroethane. The higher the heat of formation, the more energy the molecule takes to form bonds in the molecule. Therefore, as the measure of the dihedral angle increases, the energy it takes for the molecule to make bonds decreases. If we were to draw these molecules in Newman projections, we would see that at the 0 degree dihedral the molecule would be the eclipsed conformation which takes the most energy to form. The sigma bonds of this conformation slightly overlap which giving the possibility for hyperconjugation. At the 180 degree dihedral, the conformation is staggered which takes the
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