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Information about Carbon Suboxide

Carbon suboxide
Properties
Molecular formulaC3O2
Molar mass68.031 g mol−1
Appearancecolourless gas
Density3.0 kg/m³, gas at 298 K
Melting point −107°C
Boiling point 6.8°C
Structure
Molecular shapelinear
Related Compounds
Related oxidescarbon dioxide
carbon monoxide
dicarbon monoxide
carbon trioxide
Related compoundscarbon subnitride
Except where noted otherwise, data are given for
materials in their standard state
(at 25 C, 100 kPa)
Carbon suboxide, or tricarbon dioxide, C3O2, is a colorless pungent gas, with four cumulative double bonds, making it a cumulene. It is closely related to CO, CO2 and C2O, and other oxides of carbon.

Brodie discovered it in 1873 by submitting electric current to carbon monoxide.[1][2] Marcellin Berthelot created the name carbon suboxide, [3] while Otto Diels later stated that the more organic names dicarbonyl methane and dioxallene were also correct.

It is synthesized by warming a dry mixture of phosphorus pentoxide (P4O10) and malonic acid or the esters of malonic acid.[4]

Several other ways for synthesis and reactions of carbon suboxide can be found in a review from 1930 by Reyerson.[5]

Carbon suboxide polymerizes spontaneously to a red to black solid. The structure is postulated to be poly(α-pyronic). [6] [7]

References

1. ^ Brodie B. C. (1873). "Note on the Synthesis of Marsh-Gas and Formic Acid, and on the Electric Decomposition of Carbonic Oxide". Proceedings of the Royal Society (London) 21: 245-247. 
2. ^ Brodie B. C. (1873). "Ueber eine Synthese von Sumpfgas und Ameisensäure und die electrische Zersetzung des Kohlenoxyds". Annalen der Chemie 169: 270. DOI:10.1002/jlac.18731690119. 
3. ^ Marcellin Berthelot (1891). "Action de la chaleur sur l'oxyde de carbone". Annales de chimie et de physique 6 (24): 126-132. 
4. ^ Diels O, Wolf B (1906). "Ueber das Kohlensuboxyd. I". Chemische Berichte 39: 689-697. DOI:10.1002/cber.190603901103. 
5. ^ Reyerson L. H., Kobe K. (1930). "Carbon Suboxide". Chemical Reviews 7: 479-492. DOI:10.1021/cr60028a002. 
6. ^ M. Ballauff, L. Li, S. Rosenfeldt, N. Dingenouts, J. Beck, P. Krieger-Beck. "Analysis of Poly(carbon suboxide) by Small-Angle X-ray Scattering". Angewandte Chemie International Edition 116 (43): 5843-5846. DOI:10.1002/anie.200460263. 
7. ^ A. Ellern, T. Drews, K. Seppelt. "The Structure of Carbon Suboxide, C3O2, in the Solid State" 627, (1): 73 - 76. DOI:10.1002/anie.200460263. 

External links

A chemical formula is a concise way of expressing information about the atoms that constitute a particular chemical compound. A chemical formula is also a short way of showing how a chemical reaction occurs.
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Molar mass, symbol M,[1] is the mass of one mole of a substance (chemical element or chemical compound).[2] It is a physical property which is characteristic of each pure substance.
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In physics, density is mass m per unit volume V—how heavy something is compared to its size. A small, heavy object, such as a rock or a lump of lead, is denser than a lighter object of the same size or a larger object of the same weight, such as pieces of
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The melting point of a crystalline solid is the temperature range at which it changes state from solid to liquid. Although the phrase would suggest a specific temperature and is commonly and incorrectly used as such in most textbooks and literature, most crystalline compounds
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boiling point of a liquid is the temperature at which the vapor pressure of the liquid equals the environmental pressure surrounding the liquid.[1][2][3][4]
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Carbon dioxide is a chemical compound composed of two oxygen atoms covalently bonded to a single carbon atom. It is a gas at standard temperature and pressure and exists in Earth's atmosphere in this state.
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Carbon monoxide, with the chemical formula CO, is a colorless, odorless, and tasteless gas. It is the product of the incomplete combustion of carbon-containing compounds, notably in internal-combustion engines.
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Dicarbon monoxide (C2O) is an extremely reactive molecule that contains two carbon atoms and one oxygen atom. It is covalently bonded. It is an intermediate in the photolysis of carbon suboxide.
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Carbon trioxide (CO3) is an unstable product of reactions between carbon dioxide (CO2) and atomic oxygen (O). [1] It is different from the carbonate ion (CO32-).
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Carbon subnitride or dicyanoacetylene (C4N2) is a compound of carbon and nitrogen. It has a linear structure, NCCCCN, with alternating triple and single covalent bonds.
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standard state of a material is its state at 1 bar (100 kilopascals exactly). This pressure was changed from 1 atm (101.325 kilopascals) by IUPAC in 1990.[1] The standard state of a material can be defined at any given temperature, most commonly 25 degrees Celsius,
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A cumulene is an chemical compound with two or more cumulative (consecutive) double bonds, for example 1,2-propadiene. A longer member is 1,2,3-butatriene, H2C=C=C=CH2.
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Carbon monoxide, with the chemical formula CO, is a colorless, odorless, and tasteless gas. It is the product of the incomplete combustion of carbon-containing compounds, notably in internal-combustion engines.
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Carbon dioxide is a chemical compound composed of two oxygen atoms covalently bonded to a single carbon atom. It is a gas at standard temperature and pressure and exists in Earth's atmosphere in this state.
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Dicarbon monoxide (C2O) is an extremely reactive molecule that contains two carbon atoms and one oxygen atom. It is covalently bonded. It is an intermediate in the photolysis of carbon suboxide.
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An oxide is a chemical compound containing at least one oxygen atom and other elements. Most of the earth's crust consists of oxides. Oxides result when elements are oxidized by air.
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4, 2
(mildly acidic oxide)
Electronegativity 2.55 (Pauling scale)
Ionization energies
(more) 1st: 1086.5 kJmol−1
2nd: 2352.6 kJmol−1
3rd: 4620.5 kJmol−1

Atomic radius 70 pm
Atomic radius (calc.
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Carbon monoxide, with the chemical formula CO, is a colorless, odorless, and tasteless gas. It is the product of the incomplete combustion of carbon-containing compounds, notably in internal-combustion engines.
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Marcellin (or Marcelin) Pierre Eugène Berthelot (October 25, 1827 - March 18, 1907) was a French chemist and politician noted in thermochemistry for the Thomsen-Berthelot principle.
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Otto Paul Hermann Diels (January 23 1876 – March 7 1954) was a German chemist. He was the son of a professor of philology at the University of Berlin, where he himself earned his doctorate in chemistry, in the group of Emil Fischer.
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Phosphorus pentoxide is the chemical compound with the formula P4O10. This white crystalline solid is the anhydride of phosphoric acid. It is a powerful desiccant.
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Malonic acid (IUPAC systematic name: propanedioic acid) is a dicarboxylic acid with structure CH2(COOH)2. The ionised form of malonic acid, as well as its esters and salts, are known as malonates.
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Esters are a class of chemical compounds and functional groups. Esters consist of an inorganic or organic acid in which at least one -OH (hydroxy) group is replaced by an -O-alkyl (alkoxy) group.
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Malonic acid (IUPAC systematic name: propanedioic acid) is a dicarboxylic acid with structure CH2(COOH)2. The ionised form of malonic acid, as well as its esters and salts, are known as malonates.
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Justus Liebigs Annalen der Chemie (often cited as just Liebigs Annalen) is one of the oldest and historically most important journals in the field of organic chemistry worldwide.
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digital object identifier (or DOI) is a permanent identifier given to a document, which is not related to its current location. A typical use of a DOI is to give a scientific paper or article a unique identifying number that can be used by anyone to locate details of the paper, and
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Marcellin (or Marcelin) Pierre Eugène Berthelot (October 25, 1827 - March 18, 1907) was a French chemist and politician noted in thermochemistry for the Thomsen-Berthelot principle.
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Otto Paul Hermann Diels (January 23 1876 – March 7 1954) was a German chemist. He was the son of a professor of philology at the University of Berlin, where he himself earned his doctorate in chemistry, in the group of Emil Fischer.
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Chemische Berichte (usually abbreviated as Ber. or Chem. Ber.) is a German-language scientific journal featuring chemistry of all disciplines. Founded in 1868 as
  • Berichte der Deutschen Chemischen Gesellschaft (ISSN 0365-9631, CODEN BDCGAS),

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digital object identifier (or DOI) is a permanent identifier given to a document, which is not related to its current location. A typical use of a DOI is to give a scientific paper or article a unique identifying number that can be used by anyone to locate details of the paper, and
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