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Question

Which of the following statements is correct for F3C−CF2−CF3?

A
All CF bond lengths are identical
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B
Two CF bonds attached to the middle carbon atom are longer as compared to the other CF bonds at the terminal carbons
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C
Two CF bonds attached to the middle carbon atom are shorter as compared to the other CF bonds at the terminal carbons
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D
None of these
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Solution

The correct option is B Two CF bonds attached to the middle carbon atom are longer as compared to the other CF bonds at the terminal carbons
According to Bent’s rule, the most electronegative elements tend to occupy the orbitals that has less s-character.

In the above molecule, though it is sp3 hybridized, because of the electronegative nature of F, the CF bonds have more p-character and CC bonds have more s-character. Greater the p-character, greater is the bond length. In the above molecule, in the terminal CF bonds, the p-character is shared by 3 CF bonds, whereas in the middle CF bonds the p-character is shared by only two CF bonds. Hence, the middle CF bonds are longer than the terminal CF bonds because p-character per CF bond will be greater.

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