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Cyclooctatetraenide anion information


Cyclooctatetraenide anion
Names
Preferred IUPAC name
Cyclooctatetraenediide
Identifiers
CAS Number
  • 34510-09-3
3D model (JSmol)
  • Interactive image
SMILES
  • c1=c[cH-]c=c[cH-]c=c1
Properties
Chemical formula
C8H82−
Molar mass 104.15 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

In chemistry, the cyclooctatetraenide anion or cyclooctatetraenide, more precisely cyclooctatetraenediide, is an aromatic species with a formula of [C8H8]2− and abbreviated as COT2−. It is the dianion of cyclooctatetraene. Salts of the cyclooctatetraenide anion can be stable, e.g., Dipotassium cyclooctatetraenide or disodium cyclooctatetraenide. More complex coordination compounds are known as cyclooctatetraenide complexes, such as the actinocenes.

The structure is a planar symmetric octagon stabilized by resonance, meaning each atom bears a charge of −1/4. The length of the bond between carbon atoms is 1.432 Å. There are 10 π electrons.[1] The structure can serve as a ligand with various metals.

  1. ^ Jug, Karl (November 1984). "Aromaticity in unusual heteropolar monocyclic rings with (4n + 2) π electrons". The Journal of Organic Chemistry. 49 (23): 4475–4478. doi:10.1021/jo00197a029.

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Cyclooctatetraenide anion

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In chemistry, the cyclooctatetraenide anion or cyclooctatetraenide, more precisely cyclooctatetraenediide, is an aromatic species with a formula of [C8H8]2−...

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Cyclopentadienyl anion

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Cyclopentadienyl radical, [C 5H 5]• Cyclopentadienyl cation, [C 5H 5]+ Cyclooctatetraenide anion, [C 8H 8]2− "Cyclopentadienide". PubChem Compound Database. National...

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Metallocene

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olefin polymerization. Some metallocenes consist of metal plus two cyclooctatetraenide anions (C 8H2− 8, abbreviated cot2−), namely the lanthanocenes and the...

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Organouranium chemistry

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(COT)2U, which has an atom of uranium sandwiched between two cyclooctatetraenide anions (D8h molecular symmetry). The uranium f orbitals interact substantially...

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Coordination number

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ligands such as the cyclopentadienide ion [C5H5]−, alkenes and the cyclooctatetraenide ion [C8H8]2−, the number of adjacent atoms in the π-electron system...

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Molecular symmetry

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(C7H7+) cation D8h E C8 C4 C2 S8 i 8C2 σh 4σv 4σd octagonal cyclooctatetraenide (C8H82−) anion uranocene D2d E 2S4 C2 2C2' 2σd 90° twist allene tetrasulfur...

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Plutonocene

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organoplutonium compound composed of a plutonium atom sandwiched between two cyclooctatetraenide (COT2-) rings. It is a dark red, very air-sensitive solid that is...

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Thorium compounds

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americium, and also expected for curium), thorium forms the yellow cyclooctatetraenide complex Th(C 8H 8) 2, thorocene. It is isotypic with the more well-known...

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Thorium

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(up to americium, and also expected for curium), thorium forms a cyclooctatetraenide complex: the yellow Th(C8H8)2, thorocene. It is isotypic with the...

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Samarium

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samarium cyclopentadienides can be replaced by the indenide (C9H7)− or cyclooctatetraenide (C8H8)2− ring, resulting in Sm(C9H7)3 or KSm(η(8)−C8H8)2. The latter...

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Alkali metal

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cyclooctatetraene in tetrahydrofuran to give alkali metal cyclooctatetraenides; for example, dipotassium cyclooctatetraenide (K2C8H8) is an important precursor to many...

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Organothorium chemistry

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americium, and also expected for curium), thorium forms the yellow cyclooctatetraenide complex Th(C 8H 8) 2, thorocene. It is isotypic with the more well-known...

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Phosphiranes

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the formation of the three membered ring. By reacting dilithium cyclooctatetraenide with 2,4,6-tri-t-butylphenylphosphonous dichloride, the following...

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Organoactinide chemistry

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reducing it with aluminium powder before reacting it with potassium cyclooctatetraenide. Pa 2 O 5 + SOCl 2 → 400 C PaCl 5 {\displaystyle {\ce {Pa2O5 + SOCl2...

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