Chapter 3 - Conformations of Alkanes and Cycloalkanes...

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Conformations of Alkanes and Cycloalkanes Chapter 3 Conformations of Acyclic Alkanes Conformations - different spatial arrangements of atoms - interconverted by rotation about single bonds.
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Conformations of Acyclic Alkanes Conformations of Acyclic Alkanes
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Step 1. Look directly down the C—C bond (end-on). Draw a circle with a dot in the center to represent the carbons of the C—C bond. Drawing Newman Projections Step 2. Draw in the bonds. Draw the bonds on the front C as three lines meeting at the center of the circle. Draw the bonds on the back C as three lines coming out of the edge of the circle. Step 3. Add the atoms on each bond. Ethane (CH 3 CH 3 ) H 60° H H H H H H H H H H H 180° ____________ relationship (dihedral angle = 60°) ____________ relationship (dihedral angle = 60°)
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Propane (CH 3 CH 2 CH 3 ) Interconversion of Conformations van der Waals repulsion steric hindrance Steric hindrance ” (or “steric strain,” “van der Waals strain”) is the increase in energy resulting from atoms being forced too close to one another.
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Torsional Energy Ethane Torsional energy (~ 1kcal/mol per H-H eclipse) Torsional Energy Butane
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Torsional Energy Butane
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Cycloalkanes Angle Strain
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Chapter 3 - Conformations of Alkanes and Cycloalkanes...

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