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thiopyrylium
Sign in to saveThiopyrylium is a cation with the chemical formula C5H5S+. It is analogous to the pyrylium cation with the oxygen atom replaced by a sulfur atom.
Chemical data
- Formula
- C5H5S+
- Molecular weight
- 97.16 g/mol
- IUPAC name
- thiopyrylium
- SMILES
- C1=CC=[S+]C=C1
- InChIKey
- OKYDCMQQLGECPI-UHFFFAOYSA-N
- Polar surface area
- 28.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 1
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Has part
- hydrogen
- Mass
- 97.01064758009
Show 2 more facts
- canonical SMILES
- [s+]1ccccc1
- chemical formula
- C₅H₅S⁺
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Thiopyrylium is a cation with the chemical formula C5H5S+. It is analogous to the pyrylium cation with the oxygen atom replaced by a sulfur atom.
Thiopyrylium salts are less reactive than the analogous pyrylium salts due to the higher polarizability of the sulfur atom. Among the chalcogenic 6-membered unsaturated heterocycles, thiopyrylium is the most aromatic, due to sulfur having the similar Pauling electronegativity as carbon and only a slightly higher covalent radius. In water, thiopyrylium reacts to it and forms a mixture of 2-hydroxythiopyran and 4-hydroxythiopyran.
Excerpted from Wikipedia’s “thiopyrylium” article, available under the CC BY-SA 4.0 licence.