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Cyclopentadiene

An hydrocarbon compound that is basically violating being a hydrocarbon. Its pKa value is only 16, making it as acidic as water.
Its structure is a cyclopentane ring with 2 double bonds.

The reason for cyclopentadiene to be such acidic is because of its ionic structure. It has an aromatic anionic structure, making it extremely stable.

by chemguide August 12, 2019