Advances in Chemistry / 2014 / Article / Tab 1

Research Article

Structural Conformational Study of Eugenol Derivatives Using Semiempirical Methods

Table 1

Main calculated properties of eugenol and eugenyl acetate with semiempirical methods.

EntryEugenol
PropertiesAM1PM3
Trans Eclipsed Gauche Cis Trans Eclipsed Gauche Cis

1−43.562−45.560−45.540−38.360−44.474−45.230−45.214−40.236
2−48090.984−48092.980−48092.960−48085.781−45111.215−45111.973−45111.957−45106.976
3−2496.805−2498.802−2498.782−2491.602−2497.716−2498.472−2498.456−2493.478
45.2027.2007.1800.0004.2384.9944.9780.000
5HOMO−8.599−8.614−8.606−8.592−8.670−8.703−8.701−8.666
6LUMO0.3270.3320.3420.3380.2540.2500.2600.263
7EG8.9268.9468.9488.9308.9248.9538.9618.929

EntryEugenyl acetate
PropertiesAM1PM3
Trans Eclipsed Gauche Cis Trans Eclipsed Gauche Cis

8−68.176−77.344−77.356−77.356−77.728−83.323−83.330−83.328
9−62008.605−62017.772−62017.785−62017.785−58055.633−58061.226−58061.234−58061.230
10−3026.961−3036.129−3036.140−3036.140−3036.514−3042.108−3042.115−3042.113
119.1800.0120.0000.0005.6000.005−0.0020.000
12HOMO−8.852−9.215−9.205−9.205−8.925−9.302−9.297−9.299
13LUMO0.001−0.134−0.130−0.130−0.044−0.191−0.188−0.189
14EG8.8529.0819.0759.0758.8819.1019.1099.110

The strain energy () for each geometry of a molecule is defined as the difference between the minimum energy of conformation for that geometry and the most stable conformation of the molecule.