Chemistry - GOC Question with Solution | TestHub

Removing H₁ gives the alkoxide away from fluorine :

Removing H₂ gives the alkoxide on the carbon bearing fluorine :

Both charges are on oxygen with no resonance, so compare induction : fluorine is strongly electron-withdrawing and stabilises the negative charge on the neighbouring alkoxide. The second conjugate base is more stable, so the O-H proton next to fluorine, H₂, is more acidic.