chemistry// organic

This is a pushing question. We discussed how phenols are typically more acidic than alcohols, even though they both contain the same hydroxyl functional group, because phenols possess an aromatic ring that delocalizes the negative charge after a proton is removed. Consider the below structures. Would you expect structure A to be more acidic or less acidic than structure B?
A- B-
OH OH
| |
/\\ /\\
|| | || |
\// \//
| |
H F


a. Structure A is more acidic than structure B because the electronegative fluorine on structure B spreads the negative charge more after deprotonation.
b. Structure A is less acidic than structure B because the electronegative fluorine on structure B spreads the negative charge less after deprotonation.
c. Structure A is less acidic than structure B because the electronegative fluorine on structure B spreads the negative charge more after deprotonation.
d. The two compounds have the same acidity.

asked by pipper stocking
  1. I have a problem like this and dod not know how to do it either :/

    posted by Matt

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