Why is t-butyl alcohol soluble in water?

1 Answer
Jul 25, 2016

What is the similarity between (H_3C)_3COH and HOH? The hydroxyl group?

Explanation:

Clearly, "tert-butanol" has some similarity with the water molecule. And that similarity is the hydroxyl group. You should look up the aqueous solubility. It would not be immiscible; by the same reasoning it would not be infinitely miscible, as is methanol and ethanol.

A good comparison would be the solubility of "n-butanol" and "sec-butanol" in aqueous solution. As a prediction, which certainly might be mistaken, "tert-butanol", might be more soluble than "n-butanol", but as chemists, as physical scientists, we should always seek out the data to inform our arguments, and never the other way round.