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Contents

   



(Top)
 


1 Natural occurrence  





2 Properties  



2.1  Chemical properties  





2.2  Physical properties  







3 Nomenclature  





4 See also  





5 References  





6 Further reading  














Tricarbon






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This article needs additional citations for verification. Please help improve this articlebyadding citations to reliable sources. Unsourced material may be challenged and removed.
Find sources: "Tricarbon" – news · newspapers · books · scholar · JSTOR
(September 2009) (Learn how and when to remove this message)

Tricarbon

Skeletal formula of tricarbon with all lone pairs shown

Names

IUPAC name

Tricarbon

Systematic IUPAC name

2,3λ2-propadiene

Other names

Triatomic carbon[citation needed]

Identifiers

CAS Number

3D model (JSmol)

ChemSpider

PubChem CID

CompTox Dashboard (EPA)

  • InChI=1S/C3/c1-3-2 checkY

    Key: NVLRFXKSQQPKAD-UHFFFAOYSA-N checkY

  • [C]=C=[C]

Properties

Chemical formula

C3

Molar mass

36.033 g·mol−1

Thermochemistry

Std molar
entropy
(S298)

237.27 J K−1 mol−1

Std enthalpy of
formation
fH298)

820.06 kJ mol−1

Related compounds

Related carbon molecules

Diatomic carbon

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Tricarbon (systematically named 2,3λ2-propadiene and catena-tricarbon) is an inorganic compound with the chemical formula C
2
(μ-C)
(also written [C(μ-C)C] or C
3
). It is a colourless gas that only persists in dilution or solution as an adduct. It is one of the simplest unsaturated carbenes. Tricarbon can be found in interstellar space and can be produced in the laboratory by a process called laser ablation.

Natural occurrence[edit]

Tricarbon is a small carbon cluster first spectroscopically observed in the early 20th century in the tail of a comet by William Huggins and subsequently identified in stellar atmospheres. Small carbon clusters like tricarbon and dicarbon are regarded as soot precursors and are implicated in the formation of certain industrial diamonds and in the formation of fullerenes.

C3 has also been identified as a transient species in various combustion reactions.[1]: 218–220, plate 20 

Properties[edit]

Chemical properties[edit]

The chemical properties of C3 was investigated in the 1960s by Professor Emeritus Philip S. SkellofPennsylvania State University, who showed that certain reactions of carbon vapor indicated its generation, such as the reaction with isobutylene to produce 1,1,1',1'-tetramethyl-bis-ethanoallene.[2]

Physical properties[edit]

The ground state molecular geometry of tricarbon has been identified as linear via its characteristic symmetric and antisymmetric stretching and bending vibrational modes and bears bond lengths of 129 to 130 picometer corresponding to those of alkenes. The ionization potential is determined experimentally at 11 to 13.5 electronvolts.[3] In contrast to the linear tricarbon molecule, the C+
3
cation is bent.

Nomenclature[edit]

The systematic names 2,3λ2-propadiene, and μ-carbidodicarbon, valid IUPAC names, are constructed according to the substitutive and additive nomenclatures, respectively.

In appropriate contexts, tricarbon can be viewed as propadiene with four hydrogen atoms removed, or as propane with eight hydrogen atoms removed; and as such, propadienediylideneorpropanetetraylidene, respectively, may be used as a context-specific systematic names, according to substitutive nomenclature. By default, these names pay no regard to the radicality of the tricarbon molecule. In even more specific context, these can also name the non-radical singlet state, whereas the diradical state is named propadienediylylidene, or propanediyldiylidene, and the tetraradical state is named propedienetetraylorpropanetetraylylidene.[2]

See also[edit]

References[edit]

  1. ^ Gaydon, Alfred G.; Wolfhard, Hans G. (1979). "Detection of intermediate products". Flames: their structure, radiation and temperature (4th rev. ed.). London: Chapman and Hall. ISBN 0-412-15390-4.
  • ^ a b Skell, P. S.; Wescott, L. D. (1963). "Chemical Properties of C 3 , a Dicarbene". Journal of the American Chemical Society. 85 (7): 1023. doi:10.1021/ja00890a059. ISSN 0002-7863.
  • ^ Nicolas, Christophe; et al. (2006). "Vacuum Ultraviolet Photoionization of C3". Journal of the American Chemical Society. 128 (1): 220–226. doi:10.1021/ja055430+. PMID 16390150.
  • Further reading[edit]

    sp3 forms

  • Lonsdaleite (hexagonal diamond)
  • sp2 forms

  • Graphene
  • Fullerenes, including C60 (buckminsterfullerene), C70, Fullerene whiskers, Nanotubes, Nanobuds, Nanoscrolls)
  • Glassy carbon
  • sp forms

  • C
    6
    (cyclo[6]carbon)
  • C
    18
    (cyclo[18]carbon)
  • mixed sp3/sp2 forms

  • Carbon nanofoam
  • Carbide-derived carbon
  • Q-carbon
  • other forms

  • C
    2
    (diatomic carbon)
  • C
    3
    (tricarbon)
  • hypothetical forms

  • C
    6
    (prismane C8)
  • Chaoite
  • Haeckelites
  • Cubic carbon
  • Metallic carbon
  • Penta-graphene
  • related

  • Carbon black
  • Charcoal
  • Carbon fiber
  • Aggregated diamond nanorod
  • List

  • He3
  • C3
  • N3
  • O3
  • S3
  • Ar3
  • Molecules

    Diatomic

  • Aluminium monofluoride
  • Aluminium(II) oxide
  • Argonium
  • Carbon cation
  • Carbon monophosphide
  • Carbon monosulfide
  • Carbon monoxide
  • Cyano radical
  • Diatomic carbon
  • Fluoromethylidynium
  • Helium hydride ion
  • Hydrogen chloride
  • Hydrogen fluoride
  • Hydrogen (molecular)
  • Hydroxyl radical
  • Iron(II) oxide
  • Magnesium monohydride
  • Methylidyne radical
  • Nitric oxide
  • Nitrogen (molecular)
  • Imidogen
  • Sulfur mononitride
  • Oxygen (molecular)
  • Phosphorus monoxide
  • Phosphorus mononitride
  • Potassium chloride
  • Silicon carbide
  • Silicon monoxide
  • Silicon monosulfide
  • Sodium chloride
  • Sodium iodide
  • Sulfanyl
  • Sulfur monoxide
  • Titanium(II) oxide








  • Triatomic

  • Aluminium isocyanide
  • Amino radical
  • Carbon dioxide
  • Carbonyl sulfide
  • CCP radical
  • Chloronium
  • Diazenylium
  • Dicarbon monoxide
  • Disilicon carbide
  • Ethynyl radical
  • Formyl radical
  • Hydrogen cyanide (HCN)
  • Hydrogen isocyanide (HNC)
  • Hydrogen sulfide
  • Hydroperoxyl
  • Iron cyanide
  • Isoformyl
  • Magnesium cyanide
  • Magnesium isocyanide
  • Methylene
  • N2H+
  • Nitrous oxide
  • Nitroxyl
  • Ozone
  • Methylidynephosphane
  • Potassium cyanide
  • Trihydrogen cation
  • Sodium cyanide
  • Sodium hydroxide
  • Silicon carbonitride
  • c-Silicon dicarbide
  • SiNC
  • Sulfur dioxide
  • Thioformyl
  • Thioxoethenylidene
  • Titanium dioxide
  • Tricarbon
  • Water
  • Four
    atoms

  • Ammonia
  • Isocyanic acid
  • Cyanoethynyl
  • Formaldehyde
  • Fulminic acid
  • HCCN
  • Hydrogen peroxide
  • Hydromagnesium isocyanide
  • Isocyanic acid
  • Isothiocyanic acid
  • Ketenyl
  • Methylene amidogen
  • Methyl cation
  • Methyl radical
  • Propynylidyne
  • Protonated carbon dioxide
  • Protonated hydrogen cyanide
  • Silicon tricarbide
  • Thioformaldehyde
  • Tricarbon monoxide
  • Tricarbon monosulfide
  • Thiocyanic acid
  • Five
    atoms

  • Butadiynyl
  • Carbodiimide
  • Cyanamide
  • Cyanoacetylene
  • Cyanoformaldehyde
  • Cyanomethyl
  • Cyclopropenylidene
  • Formic acid
  • Isocyanoacetylene
  • Ketene
  • Methane
  • Methoxy radical
  • Methylenimine
  • Propadienylidene
  • Protonated formaldehyde
  • Silane
  • Silicon-carbide cluster
  • Six
    atoms

  • Cyanobutadiynyl radical
  • E-Cyanomethanimine
  • Cyclopropenone
  • Diacetylene
  • Ethylene
  • Formamide
  • HC4N
  • Ketenimine
  • Methanethiol
  • Methanol
  • Methyl isocyanide
  • Pentynylidyne
  • Propynal
  • Protonated cyanoacetylene
  • Seven
    atoms

  • Acrylonitrile
  • Cyanodiacetylene
  • Ethylene oxide
  • Glycolonitrile
  • Hexatriynyl radical
  • Propyne
  • Methylamine
  • Methyl isocyanate
  • Vinyl alcohol
  • Eight
    atoms

  • Aminoacetonitrile
  • Cyanoallene
  • Ethanimine
  • Glycolaldehyde
  • Hexapentaenylidene
  • Methylcyanoacetylene
  • Methyl formate
  • Acrolein
  • Nine
    atoms

  • Cyanohexatriyne
  • Dimethyl ether
  • Ethanol
  • Methyldiacetylene
  • Octatetraynyl radical
  • Propene
  • Ethanethiol
  • Propionitrile
  • N-Methylformamide
  • Ten
    atoms
    or more

  • Benzene
  • Benzonitrile
  • Buckminsterfullerene (C60, C60+, fullerene, buckyball)
  • C70 fullerene
  • Cyanodecapentayne
  • Ethylene glycol
  • Ethyl formate
  • Methyl acetate
  • Methyl-cyano-diacetylene
  • Methyltriacetylene
  • Propionaldehyde
  • Butyronitrile
  • Pyrimidine
  • Heptatrienyl radical
  • Deuterated
    molecules

  • Ammonium ion
  • Formaldehyde
  • Formyl radical
  • Heavy water
  • Hydrogen cyanide
  • Hydrogen deuteride
  • Hydrogen isocyanide
  • Propyne
  • N2D+
  • Trihydrogen cation
  • Unconfirmed

  • Dihydroxyacetone
  • Methoxyethane
  • Glycine
  • Graphene
  • Hemolithin
  • H2NCO+
  • Linear C5
  • Naphthalene cation
  • Phosphine
  • Pyrene
  • Silylidyne
  • Related

  • Astrobiology
  • Astrochemistry
  • Atomic and molecular astrophysics
  • Chemical formula
  • Circumstellar dust
  • Circumstellar envelope
  • Cosmic dust
  • Cosmic ray
  • Cosmochemistry
  • Diffuse interstellar band
  • Earliest known life forms
  • Extraterrestrial life
  • Extraterrestrial liquid water
  • Forbidden mechanism
  • Homochirality
  • Intergalactic dust
  • Interplanetary medium
  • Interstellar medium
  • Photodissociation region
  • Iron–sulfur world theory
  • Kerogen
  • Molecules in stars
  • Nexus for Exoplanet System Science
  • Organic compound
  • Outer space
  • PAH world hypothesis
  • Pseudo-panspermia
  • Polycyclic aromatic hydrocarbon (PAH)
  • RNA world hypothesis
  • Spectroscopy
  • Tholin
  • Outer space portal
  • Astronomy portal
  • Chemistry portal

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Tricarbon&oldid=1218464074"

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