How to pronounce“deprotonates”in English

After this, the water deprotonates the carbonyl oxygen, and we're left with a carboxylic acid as our other product.

And with a one-two punch, another molecule of water deprotonates this ion, forming an alcohol.

So to make the keto form, a water molecule deprotonates the oxonium ion.

First, the hydroxide ion attacks the alcohol of the enol and deprotonates it.

Finally, methanol swoops back in, deprotonates the hydrogen on the positive oxygen, the electrons from the former O-H bond neutralize the positive charge on oxygen, and we tumble downhill as our final products form.

To separate them, we can add a sodium hydroxide solution to the funnel, which deprotonates the carboxylic acid, making a polar salt.

This reaction can also be done with a plain old carboxylic acid if you also add pyridine, a base that deprotonates the carboxylic acid and makes a carboxylate salt in our reaction flask.