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It is possible for a compound to be chiral even though it

Chapter 5, Problem 5.58

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QUESTION:

It is possible for a compound to be chiral even though it lacks a carbon atom with four different groups. For example, consider the structure of the following compound which belongs to a class of compounds called allenes. This allene is chiral. Draw its enantiomer and explain why this compound is chiral. C C C Me H H M

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QUESTION:

It is possible for a compound to be chiral even though it lacks a carbon atom with four different groups. For example, consider the structure of the following compound which belongs to a class of compounds called allenes. This allene is chiral. Draw its enantiomer and explain why this compound is chiral. C C C Me H H M

ANSWER:

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In these structures, the pi bonds of the allene system do not allow for free rotation. This means that the two methyl groups at either end are stuck in a particular orientation with each other. This causes a type of helical chirality.

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