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EntityQ15427880· pop 7· linked from 16 articles

thiopyrylium

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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.

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Within Vinony's link graph, thiopyrylium is referenced by 16 other articles, and connects out to heterocyclic compound, sulfur and International Standard Book Number.

It is catalogued under topics including Cations, Chembox image size set and Chemical articles without CAS registry number.

Its subject is documented across 7 Wikipedia language editions.

Wikidata facts

Mass
97.01064758009
Show 2 more facts
canonical SMILES
[s+]1ccccc1
chemical formula
C₅H₅S⁺
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Encyclopedic overview

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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.

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