Superbase

In chemistry, a superbase is an extremely strong base. It is a compound that has a high affinity for protons.

Superbase

In chemistry, a superbase is an extremely strong base. It is a compound that has a high affinity for protons.

Hydroxide ion is the strongest base possible in water (aqueous) solutions, but superbases are much stronger than aqueous bases. Such bases are useful in organic synthesis and are fundamental to physical organic chemistry.

The strongest known superbase is the ortho-diethenylbenzene dianion.[1]

Superbases have been described and used since the 1850s.[2] Reactions involving superbases often require special techniques since they are destroyed by water, carbon dioxide, and oxygen in the air. Inert atmosphere techniques and low temperatures minimize these side reactions.

Definitions

IUPAC defines superbases simply as a "compound having a very high basicity, such as lithium diisopropylamide".[3]

References

  1. ↑ Poad, Berwyck L. J.; Reed, Nicholas D.; Hansen, Christopher S.; Trevitt, Adam J.; Blanksby, Stephen J.; MacKay, Emily G.; Sherburn, Michael S.; Chan, Bun; Radom, Leo (2016). "Preparation of an ion with the highest calculated proton affinity: Ortho-diethynylbenzene dianion". Chemical Science. 7 (9): 6245–6250. doi:10.1039/c6sc01726f.
  2. ↑ "BBC - h2g2 - History of chemistry - acids and bases". Retrieved 2009-08-30.
  3. ↑ "IUPAC Gold Book - superacid". doi:10.1351/goldbook.S06135. Retrieved 2009-08-30.


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