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The pKa value of o-fluorophenol is 8.7, while that of the p-fluorophenol is 9.9. It's obvious that the inductive effect is more dominant at ortho-position, which results in a more acidic nature. However, won't the H attached to O form a hydrogen bond with the F at ortho-position resulting in a less acidic nature than p-fluorophenol?

The pKa value of o-fluorophenol is 8.7, while that of the p-fluorophenol is 9.9. It's obvious that the inductive effect is more dominant at ortho-position, which results in a more acidic nature. However, won't the H attached to O form a hydrogen bond with the F at ortho-position resulting in a less acidic nature than p-fluorophenol?

Grade:12th pass

1 Answers

Ravleen Kaur
askIITians Faculty 1452 Points
5 years ago
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