cyclopentadiene

Cyclopentadiene, with molecular formula C₅H₆, is a clear, colorless, liquid organic chemical, with an odor reminiscent of turpentine or camphor. It is a cyclic diene which forms a dimer through Diels-Alder reaction under standard conditions. This dimer can be cracked and separated into the monomer by distillation. Then, removal of a proton leaves the five-membered aromatic cyclopentadienyl anion, C₅H₅^-, which can combine with a number of different transition metals to form cyclopentadienyl complexes, such as metallocenes. The delocalisation energy gained by proton loss makes this compound weakly acidic, which is unusual for a hydrocarbon.

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