1) Cycloalkanes and their stereochemistry

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11 Terms

1
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What bond angles are typical for normal alkanes? Why?

109.5/ sp3/ this arrangement minimizes electron pair repulsions

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Cyclopropane bond angle

60 degrees

3
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Cyclobutane bond angle

90 degrees

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Cyclopentane bond angle

108 degrees

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Cyclohexane bond angle

120 degrees

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The more a cycloalkane is farther from its ideal angle (109.5), what happens?

The energy will be higher and the molecule will be less stable

7
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<p>What is ring strain?</p>

What is ring strain?

Combo of angle and torsional strain

<p>Combo of angle and torsional strain </p>
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<p>What is torsional strain?</p>

What is torsional strain?

when bonded atoms or groups are forced into eclipsed or gauche conformations, leading to electron repulsion between overlapping bonds/neighboring substituents. It arises due to restricted rotation in cyclic molecules.

<p>when <strong>bonded atoms or groups are forced into eclipsed or gauche conformations</strong>, leading to electron repulsion between overlapping bonds/neighboring substituents. It arises due to <strong>restricted rotation</strong> in cyclic molecules.</p>
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<p>What is angle strain?</p>

What is angle strain?

Occurs when bond angles deviate from the ideal 109.5° (for sp³ hybridized carbon).

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Steric strain

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What is torsional strain from chapter 3?

Resistance to bond rotation cause by repulsion between electron clouds