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Isomers.

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Presentation on theme: "Isomers."— Presentation transcript:

1 Isomers

2 Dihedral Angles Each angle of rotation defines a particular dihedral angle, Θ, corresponding to the angle between the C-X and C-Y bonds in the Newman projection.

3 FIGURE 6.5: PLOT OF ENERGY VERSUS DIHEDRAL ANGLE FOR CONFORMATIONS OF ETHANE.
Fig. 6-5, p. 188

4

5 ACTIVE FIGURE 6.7: PLOT OF ENERGY VERSUS DIHEDRAL ANGLE FOR CONFORMATIONS OF BUTANE.
Fig. 6-7, p. 191

6 FIGURE 6.8: CYCLOPROPANE. (A) BOND ANGLES, (B) ANGLE STRAIN, AND (C) TORSIONAL STRAIN.

7 FIGURE 6.9: CYCLOBUTANE. Fig. 6-9, p. 196

8

9 Total Ring Strain (kcal/mol) Torsional Strain (kcal/mol)
Ring Size Total Ring Strain (kcal/mol) Torsional Strain (kcal/mol) Angle Strain (kcal/mol) 3 27.6 6 20.7 4 26.4 8 18.4 5 6.5 7 6.3 9.6 9 12.6

10 Cyclohexane Chair Flip

11 isopropylcyclohexane 2.61 86.0 1.1 98.9
Compound Energy Differential Equilibrium Constant Percent Axial Percent Equatorial Cyclohexane 1 50 methylcyclohexane 1.74 19.5 4.9 95.1 Ethylcyclohexane 1.79 21.2 4.5 95.5 propylcyclohexane 2.21 43.4 2.3 97.7 isopropylcyclohexane 2.61 86.0 1.1 98.9 tert-butylcyclohexane 5.5 11,916 0.01 99.99

12 Degrees of Unsaturation (DU) or Index of Hydrogen Deficiency (IHD)

13


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