Why are alkoxides strong bases?

1 Answer
anor277
May 21, 2016

For the same reason that hydroxide, #HO^-#, is a strong base.

Explanation:

Alkoxides, #RO^-#, are clearly akin structurally and electronically to hydroxide anion. #HO^-# and #RO^-# have the same valence, electronic structure.

The charge on an alkoxide is localized to an oxygen centre. Moreover, the alkyl groups are formally electron releasing, and pump in electron density to this electronegative site. The result? #RO^-# is a powerful base, and a powerful nucleophile.

As a chemist, as a physical scientist, you should look at a table of non-aqueous acidities.

Related questions
See all questions in Acid Catalyzed Hydro-alkoxy Addition
Impact of this question
4640 views around the world
You can reuse this answer
Creative Commons License