Carbon hexoxide

Last updated
Carbon hexoxide
Carbon-hexoxide-2D-skeletal.svg
Names
IUPAC name
pentaoxan-6-one
Identifiers
3D model (JSmol)
PubChem CID
  • InChI=1S/CO6/c2-1-3-5-7-6-4-1
    Key: UMNKSLFSKMBRFI-UHFFFAOYSA-N
  • O=C1OOOOO1
Properties
CO6
Molar mass 108.005 g·mol−1
Related compounds
Related compounds
Carbon pentoxide
Carbon tetroxide
Carbon hexasulfide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Carbon hexoxide or carbon hexaoxide is an oxide of carbon with an unusually large quantity of oxygen. [1] The molecule has been produced and studied at cryogenic temperatures. The molecule is important in atmospheric chemistry and in the study of cold ices in the outer solar system and interstellar space. [2] The substance could form and be present on Ganymede or Triton, moons in the outer solar system. The molecule consists of a six membered ring with five oxygen and one carbon atom, and one oxygen with a double bond with the carbon. [1]

Contents

Shape

The molecule that has been observed has a Cs symmetry. The ring is not a flat hexagon but puckered with slightly different side lengths and angles (120°) from the regular hexagon. Going around the ring starting at the carbon to oxygen bond the interatomic distances are CO: 1.362 Å OO 1.491 Å, OO 1.391 Å, OO 1.391 Å, OO 1.491 Å, and OC 1.362 Å. The angles between the bonds are: OCO 120.4 °, COO 115.7°, OOO 105.9°, and the opposite from carbon OOO 104.1°. For the double carbon to oxygen bond, the length is 1.185 Å and the angle from the single bonds is 119.6°. [1]

Formation

In an experiment, carbon hexoxide was formed by irradiating solid carbon dioxide with electrons at an energy of 5000 V at 10 K in a vacuum. The reaction proceeds by breaking atomic oxygen from carbon dioxide:

CO2 CO + O

The atomic oxygen then reacts with carbon dioxide to form carbon trioxide, and similar reactions occur to generate the series of ring oxides carbon tetroxide and carbon pentoxide, ultimately leading to the formation of carbon hexoxide [1] in an exothermic reaction. [2]

CO2 + O O2CO
O2CO + O O3CO
O3CO + O O4CO
O4CO + O O5CO ΔH = 145.2 kJ mol−1 [2]

Properties

Carbon hexoxide is stable up to 60 K. [1] Vibrational infrared wavenumbers include the most prominent ν1 = 1876 cm−1 for the most common isotopologue 12C16O6. [1]

Other isomers

Other possible isomers of carbon hexoxide are the C2 form with a five and three membered ring, and the D2d with two four membered rings. The D2d O3CO3 isomer has a calculated CO bond length of 1.391 Å, and an OO length of 1.469 Å. The OCO bond angle is 94.1°. However these two isomers have not been observed. [2]

The equivalent carbon hexasulfide is also known from inert gas matrix study. It has C2 symmetry with the same atomic arrangement as the hexoxide. [3]

Related Research Articles

Alkene Chemical compound

In chemistry, an alkene is a hydrocarbon that contains a carbon–carbon double bond.

Nitrogen Chemical element with atomic number 7

Nitrogen is the chemical element with the symbol N and atomic number 7. It was first discovered and isolated by Scottish physician Daniel Rutherford in 1772. Although Carl Wilhelm Scheele and Henry Cavendish had independently done so at about the same time, Rutherford is generally accorded the credit because his work was published first. The name nitrogène was suggested by French chemist Jean-Antoine-Claude Chaptal in 1790 when it was found that nitrogen was present in nitric acid and nitrates. Antoine Lavoisier suggested instead the name azote, from the Greek ἀζωτικός "no life", as it is an asphyxiant gas; this name is instead used in many languages, such as French, Italian, Russian, Romanian, Portuguese and Turkish, and appears in the English names of some nitrogen compounds such as hydrazine, azides and azo compounds.

Ring strain

In organic chemistry, ring strain is a type of instability that exists when bonds in a molecule form angles that are abnormal. Strain is most commonly discussed for small rings such as cyclopropanes and cyclobutanes, whose internal angles are substantially smaller than the idealized value of approximately 109°. Because of their high strain, the heat of combustion for these small rings is elevated.

Carbon suboxide

Carbon suboxide, or tricarbon dioxide, is an oxide of carbon with chemical formula C
3
O
2
or O=C=C=C=O. Its four cumulative double bonds make it a cumulene. It is one of the stable members of the series of linear oxocarbons O=Cn=O, which also includes carbon dioxide (CO2) and pentacarbon dioxide (C
5
O
2
). Although if carefully purified it can exist at room temperature in the dark without decomposing, it will polymerize under certain conditions.

Thioketone

Thioketones (also known as thiones or thiocarbonyls) are organosulfur compounds related to conventional ketones in which the oxygen has been replaced by a sulfur. Instead of a structure of R2C=O, thioketones have the structure R2C=S, which is reflected by the prefix "thio-" in the name of the functional group. Unhindered alkylthioketones typically tend to form polymers or rings.

Carbon trioxide

Carbon trioxide (CO3) is an unstable oxide of carbon (an oxocarbon). The possible isomers of carbon trioxide include ones with molecular symmetry point groups Cs, D3h, and C2v. The C2v state, consisting of a dioxirane has been shown to be the ground state of the molecule. Carbon trioxide should not be confused with the stable carbonate ion (CO32−).

Dithiete

Dithiete is an unsaturated heterocyclic compound that contains two adjacent sulfur atoms and two sp2-hybridized carbon centers. Derivatives are known collectively as dithietes or 1,2-dithietes. With 6 π electrons, 1,2-dithietes are examples of aromatic organosulfur compounds. A few 1,2-dithietes have been isolated.

Dioxirane

In chemistry, dioxirane is a compound with formula CH
2
O
2
, whose molecule consists of a ring with one carbon and two oxygen atoms, and two hydrogen atoms attached to the carbon. It is a heterocyclic compound, the smallest cyclic organic peroxide.

Iodine pentoxide

Iodine pentoxide is the chemical compound with the formula I2O5. This iodine oxide is the anhydride of iodic acid, and the only stable oxide of iodine. It is produced by dehydrating iodic acid at 200 °C in a stream of dry air:

Oxocarbon

An oxocarbon or oxide of carbon is a chemical compound consisting only of carbon and oxygen. The simplest and most common oxocarbons are carbon monoxide (CO) and carbon dioxide (CO2). Many other stable (practically if not thermodynamically) or metastable oxides of carbon are known, but they are rarely encountered, such as carbon suboxide (C3O2 or O=C=C=C=O) and mellitic anhydride (C12O9).

Isomer

In chemistry, isomers are molecules or polyatomic ions with identical molecular formulas — that is, same number of atoms of each element — but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers.

Carbon tetroxide

Carbon tetroxide is a highly unstable oxide of carbon with formula CO
4
. It was proposed as an intermediate in the O-atom exchange between carbon dioxide and oxygen at high temperatures. The C2v isomer, which is -138 kJ mol−1 more stable than the D2d isomer, was first detected in electron-irradiated ices of carbon dioxide via infrared spectroscopy.

Dihydroxymethylidene

Dihydroxymethylidene is a chemical compound with formula C(OH)2. It is an unstable tautomer of formic acid. There is no evidence that this compound exists in solution, but the molecule has been detected in the gas phase. Many related carbenes are known, although they are often transient.

Disulfur monoxide

Disulfur monoxide or sulfur suboxide is an inorganic compound with formula S2O. It is one of the lower sulfur oxides. It is a colourless gas and condenses to give a pale coloured solid that is unstable at room temperature. It is a bent molecule with an S−S−O angle of 117.88°, S−S bond length of 188.4 pm, and S−O bond length of 146.5 pm.

Disulfur dioxide

Disulfur dioxide, dimeric sulfur monoxide or SO dimer is an oxide of sulfur with the formula S2O2. The solid is unstable with a lifetime of a few seconds at room temperature.

Uranium hexoxide is an unusual, theoretically possible compound of uranium in which the uranium atom would be attached to six oxygen atoms. It would be an unprecedented example of an element in the +12 oxidation state; for comparison, the highest known oxidation state is +9 for iridium in the cation IrO+
4
.

Carbon pentoxide Chemical compound, unstable molecular oxide of carbon

Carbon pentaoxide or carbon pentoxide is an unstable molecular oxide of carbon. The molecule has been produced and studied at cryogenic temperatures. The molecule is important in atmospheric chemistry and in the study of cold ices in the outer solar system and interstellar space. The substance could form and be present on Ganymede or Triton, moons in the outer solar system.

Argon compounds, the chemical compounds that contain the element argon, are rarely encountered due to the inertness of the argon atom. However, compounds of argon have been detected in inert gas matrix isolation, cold gases, and plasmas, and molecular ions containing argon have been made and also detected in space. One solid interstitial compound of argon, Ar1C60 is stable at room temperature. Ar1C60 was discovered by the CSIRO.

Tricarbon monoxide

Tricarbon monoxide C3O is a reactive radical oxocarbon molecule found in space, and which can be made as a transient substance in the laboratory. It can be trapped in an inert gas matrix or made as a short lived gas. C3O can be classified as a ketene or an oxocumulene a kind of heterocumulene.

Sulfoxylic acid

Sulfoxylic acid (H2SO2) (also known as hyposulfurous acid or sulfur dihydroxide) is an unstable oxoacid of sulfur in an intermediate oxidation state between hydrogen sulfide and dithionous acid. It consists of two hydroxy groups attached to a sulfur atom. Sulfoxylic acid contains sulfur in an oxidation state of +2. Sulfur monoxide (SO) can be considered as a theoretical anhydride for sulfoxylic acid, but it is not actually known to react with water.

References

  1. 1 2 3 4 5 6 Jamieson, Corey S.; Alexander M. Mebel; Ralf I. Kaiser (2008). "First detection of the Cs symmetric isomer of carbon hexaoxide (CO6) at 10 K". Chemical Physics Letters. 450 (4–6): 312–317. Bibcode:2008CPL...450..312J. doi:10.1016/j.cplett.2007.11.052. ISSN   0009-2614.
  2. 1 2 3 4 Kaiser, Ralf I.; Alexander M. Mebel (2008). "On the formation of higher carbon oxides in extreme environments". Chemical Physics Letters. 465 (1–3): 1–9. Bibcode:2008CPL...465....1K. doi:10.1016/j.cplett.2008.07.076. ISSN   0009-2614.
  3. Maity, Surajit; Kim, Y.S.; Kaiser, Ralf I.; Lin, Hong Mao; Sun, Bian Jian; Chang, A.H.H. (July 2013). "On the detection of higher order carbon sulfides (CSx; x = 4–6) in low temperature carbon disulfide ices". Chemical Physics Letters. 577: 42–47. Bibcode:2013CPL...577...42M. doi:10.1016/j.cplett.2013.05.039.