Misplaced Pages

Pyridinium: Difference between revisions

Article snapshot taken from[REDACTED] with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Browse history interactively← Previous editNext edit →Content deleted Content addedVisualWikitext
Revision as of 12:31, 9 May 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:WikiProject_← Previous edit Revision as of 15:14, 10 August 2011 edit undoBeetstra (talk | contribs)Edit filter managers, Administrators172,084 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'StdInChIKey').Next edit →
Line 17: Line 17:
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 4169387 | ChemSpiderID = 4169387
| StdInChIKey = JUJWROOIHBZHMG-UHFFFAOYSA-O
| SMILES = 1ccccc1 | SMILES = 1ccccc1
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI =1S/C5H5N/c1-2-4-6-5-3-1/h1-5H/p+1 | StdInChI =1S/C5H5N/c1-2-4-6-5-3-1/h1-5H/p+1

Revision as of 15:14, 10 August 2011

This article does not cite any sources. Please help improve this article by adding citations to reliable sources. Unsourced material may be challenged and removed.
Find sources: "Pyridinium" – news · newspapers · books · scholar · JSTOR (December 2009) (Learn how and when to remove this message)
Pyridinium
Names
IUPAC name pyridinium
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H5N/c1-2-4-6-5-3-1/h1-5H/p+1Key: JUJWROOIHBZHMG-UHFFFAOYSA-O
  • InChI=1S/C5H5N/c1-2-4-6-5-3-1/h1-5H/p+1
  • InChI=1S/C5H5N/c1-2-4-6-5-3-1/h1-5H/p+1Key: JUJWROOIHBZHMG-UHFFFAOYSA-O
SMILES
  • 1ccccc1
Properties
Chemical formula C5H6N
Molar mass 80.110 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Pyridinium refers to the cationic form of pyridine. This can either be due to protonation of the ring nitrogen or because of addition of a substituent to the ring nitrogen, typically via alkylation. The lone pair of electrons on the nitrogen atom of pyridine is not delocalized, and thus pyridine can be protonated easily. Pyridine is often used as an organic base in chemical reactions, thus the pyridinium ion is produced as the counter ion to the leaving group in the reaction. This complex is often insoluble in the organic solvent, so precipitation of the pyridinium leaving group complex is an indication of the progress of the reaction. The pyridinium ion also plays a role in Friedel-Crafts acylation. When pyridine is included, it forms a complex with the electrophillic acylium ion, rendering it even more reactive.

See also


Stub icon

This article about an organic compound is a stub. You can help Misplaced Pages by expanding it.

Categories:
Pyridinium: Difference between revisions Add topic