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−.
In the Vinony graph
Vinony's link graph records 203 inbound references to cyclopentadiene, and connects out to sodium cyclopentadienide, odor and aromaticity.
It is catalogued under topics including Annulenes, Chembox image size set and Cyclopentadienes.
Vinony links it to 29 Wikipedia language editions.
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
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- cyclic compound
- Has part
- hydrogen
- Mass
- 66.047
- Image
- AW Cyclopentadiene.jpg
Show 16 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
- different from
- cyclopentadienide
- conjugate base
- cyclopentadienide
- found in taxon
- oryza molida
- electric dipole moment
- 0.419
Sources (3)
via Wikidata · CC0
~5 min read
Encyclopedic overview
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
Excerpted from Wikipedia’s “cyclopentadiene” article, available under the CC BY-SA 4.0 licence.