1. The problem statement, all variables and given/known data How do you explain the difference in acidity of the ortho, meta, and para- fluorophenols. 2. Relevant equations 3. The attempt at a solution I know that EWG enhance the acidity of phenols because they stabilize the delocalized negative charge. I also drew out the resonance structures and saw that ortho and para positions have 4 resonance structures, whereas meta has only 3 structures. This means ortho and para would be more stable. However, the pKa show different. pKa of phenol = 10.0 pKa of ortho-fluorophenol = 8.81 pKa of meta-fluorophenol = 9.28 pKa of para-fluorophenol = 9.81 How do you explain this?