cyclopentadiene

Also known as HCp, pyropentylene, pentole, 1,3-cyclopentadiene, cyclopenta-1,3-diene, CpH, C5H6

Cyclopentadiene is an organic compound with the formula C5H6. It is often abbreviated CpH because the cyclopentadienyl anion is abbreviated Cp−.

Chemical data

Formula: C5H6
Molecular weight: 66.1 g/mol
IUPAC name: cyclopenta-1,3-diene
SMILES: C1C=CC=C1
InChIKey: ZSWFCLXCOIISFI-UHFFFAOYSA-N
XLogP: 1.8
Polar surface area: 0 Å²
H-bond donors: 0
H-bond acceptors: 0
Formal charge: 0

via PubChem

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Encyclopedic overview

11 sections

Contents

Production and reactions
Sigmatropic rearrangement
Diels–Alder reactions
Deprotonation
Metallocene derivatives
Organic synthesis
Uses
Derivatives
See also
References
External links

Cyclopentadiene is an organic compound with the formula C5H6. It is often abbreviated CpH because the cyclopentadienyl anion is abbreviated Cp−.

This colorless liquid has a strong and unpleasant odor. At room temperature, this cyclic diene dimerizes over the course of hours to give dicyclopentadiene via a Diels–Alder reaction. This dimer can be heated to induce thermal cracking and regenerate the monomer through a retro-Diels–Alder reaction

Excerpted from Wikipedia’s “cyclopentadiene” article, available under the CC BY-SA 4.0 licence.