Skip to content
cyclopropenylidene

Structure via PubChem · Public domain (PubChem)

EntityQ3008567· pop 12· linked from 291 articles

cyclopropenylidene

Sign in to save

Also known as 3λ²-cyclopropene

Cyclopropenylidene, or '''c-C3H2''', is a partially aromatic molecule belonging to a highly reactive class of organic molecules known as carbenes. On Earth, cyclopropenylidene is only seen in the laboratory due to its reactivity. However, cyclopropenylidene is found in significant concentrations in the interstellar medium (ISM) and on Saturn's moon Titan. Its C2v symmetric isomer, propadienylidene (CCCH2) is also found in the ISM, but with abundances about an order of magnitude lower. A third C2 symmetric isomer, propargylene (HCCCH), has not yet been detected in the ISM, most likely due to it

Chemical data

Formula
C3H2
Molecular weight
38.05 g/mol
IUPAC name
cyclopropa-1,2-diene
SMILES
C1=C=C1
InChIKey
VVLPCWSYZYKZKR-UHFFFAOYSA-N
XLogP
0.4
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

Wikidata facts

Mass
38.015650064
Show 3 more facts
canonical SMILES
C1=C[C]1
chemical formula
C₃H₂
Commons category
Cyclopropenylidene
Sources (2)

via Wikidata · CC0

~5 min read

Encyclopedic overview

7 sections
Contents
  • History
  • Titan (Moon of Saturn)
  • Formation
  • Destruction
  • Spectroscopy
  • See also
  • References

Cyclopropenylidene, or '''c-C3H2''', is a partially aromatic molecule belonging to a highly reactive class of organic molecules known as carbenes. On Earth, cyclopropenylidene is only seen in the laboratory due to its reactivity. However, cyclopropenylidene is found in significant concentrations in the interstellar medium (ISM) and on Saturn's moon Titan. Its C2v symmetric isomer, propadienylidene (CCCH2) is also found in the ISM, but with abundances about an order of magnitude lower. A third C2 symmetric isomer, propargylene (HCCCH), has not yet been detected in the ISM, most likely due to its low dipole moment.

==History== The astronomical detection of c-C3H2 was first confirmed in 1985. Four years earlier, several ambiguous lines had been observed in the radio region of spectra taken of the ISM, but the observed lines were not identified at the time. These lines were later matched with a spectrum of c-C3H2 using an acetylene-helium discharge. Surprisingly, c-C3H2 has been found to be ubiquitous in the ISM. Detections of c-C3H2 in the diffuse medium were particularly surprising because of the low densities. It had been believed that the chemistry of the diffuse medium did not allow for the formation of larger molecules, but this discovery, as well as the discovery of other large molecules, continue to illuminate the complexity of the diffuse medium. More recently, observations of c-C3H2 in dense clouds have also found concentrations that are significantly higher than expected. This has led to the hypothesis that the photodissociation of polycyclic aromatic hydrocarbons (PAHs) enhances the formation of c-C3H2.

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