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Problems and exercisesPhysical and Bond Properties

1. A chiral allene

Explain why penta-2,3-diene is chiral whereas propane is not.

Propane, non-chiral, and penta-2,3-diene, chiral

2. Rotation about the central bond

Explain why rotation about the central bond of buta-1,3-diene costs about 3 kcal/mol more than in ethane.

3. Bond lengths

Order from shortest to longest: the C2–C3 bond of butadiene, the C=C bond of ethylene and the C–C bond of ethane.

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