Structure via PubChem · Public domain (PubChem)
cyclopentadiene
Sign in to saveAlso 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 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 66.047
- Image
- AW Cyclopentadiene.jpg
Show 13 more facts
- Commons category
- Cyclopentadiene
- melting point
- -121
- chemical formula
- C₅H₆
- flash point
- 77
- canonical SMILES
- C1C=CC=C1
- ionization energy
- 8.56
- NIOSH Pocket Guide ID
- 0170
- density
- 0.80
- immediately dangerous to life or health
- 2025
- boiling point
- 41
- vapor pressure
- 400
- time-weighted average exposure limit
- 200
- electric dipole moment
- 0.419
Sources (3)
via Wikidata · CC0
~5 min read
Article
11 sectionsContents
- 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