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pyrylium

Structure via PubChem · Public domain (PubChem)

EntityQ2091193· pop 12· linked from 39 articles

Also known as pyrylium ion, pyrylium cation

Pyrylium is a cation (positive ion) with formula , consisting of a six-membered ring of five carbon atoms, each with one hydrogen atom, and one positively charged oxygen atom. The bonds in the ring are conjugated as in benzene, giving it an aromatic character. In particular, because of the positive charge, the oxygen atom is trivalent. Pyrilium is a mono-cyclic and heterocyclic compound, one of the oxonium ions.

Chemical data

Formula
C5H5O+
Molecular weight
81.09 g/mol
IUPAC name
pyrylium
SMILES
C1=CC=[O+]C=C1
InChIKey
WVIICGIFSIBFOG-UHFFFAOYSA-N
Polar surface area
1 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
1

via PubChem

Wikidata facts

Has part
carbon
Mass
81.03404
Show 3 more facts
Commons category
Pyrylium ion
canonical SMILES
C1=CC=[O+]C=C1
chemical formula
C₅H₅O⁺
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Encyclopedic overview

9 sections
Contents
  • Synthesis
  • Chemical properties
  • Derivatives
  • Pyrones
  • Polycyclic oxonium arenes
  • Chromenylium ion
  • Naphthoxanthenium cation
  • See also
  • References

Pyrylium is a cation (positive ion) with formula , consisting of a six-membered ring of five carbon atoms, each with one hydrogen atom, and one positively charged oxygen atom. The bonds in the ring are conjugated as in benzene, giving it an aromatic character. In particular, because of the positive charge, the oxygen atom is trivalent. Pyrilium is a mono-cyclic and heterocyclic compound, one of the oxonium ions.

==Synthesis== Pyrylium salts are easily produced from simple starting materials through a condensation reaction.

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

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