Problem: If we compare the sizes of the halogens, we find that they increase in size from fluorine to iodine. Nevertheless, fluoroethane, chloroethane, bromoethane, and iodoethane all have very similar barriers to rotation about the C—C bond. Can you offer a possible explanation?

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If we compare the sizes of the halogens, we find that they increase in size from fluorine to iodine. Nevertheless, fluoroethane, chloroethane, bromoethane, and iodoethane all have very similar barriers to rotation about the C—C bond. Can you offer a possible explanation?

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Based on our data, we think this problem is relevant for Professor Deak's class at BC.

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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Klein 1st Edition. You can also practice Organic Chemistry - Klein 1st Edition practice problems.