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2,2'-Dipyridyldisulfide: Difference between revisions

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Revision as of 15:21, 27 September 2010 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: ChemSpiderID InChI SMILES InChIKey.← Previous edit Revision as of 13:04, 15 October 2010 edit undoBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: SMILES1.Next edit →
Line 10: Line 10:
| InChI = 1/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H | InChI = 1/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H
| InChIKey = HAXFWIACAGNFHA-UHFFFAOYAJ | InChIKey = HAXFWIACAGNFHA-UHFFFAOYAJ
| SMILES1 = c1ccnc(c1)SSc2ccccn2
| CASNo = 2127-03-9 | CASNo = 2127-03-9
| SMILES = S(Sc1ncccc1)c2ncccc2 | SMILES = S(Sc1ncccc1)c2ncccc2

Revision as of 13:04, 15 October 2010

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2,2'-Dipyridyldisulfide
Names
IUPAC name 2,2'-Dipyridyldisulfide
Other names 2,2'-Dipyridyldisulphide
Aldrithiol-2
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.016.676 Edit this at Wikidata
CompTox Dashboard (EPA)
InChI
  • InChI=1/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8HKey: HAXFWIACAGNFHA-UHFFFAOYAJ
SMILES
  • S(Sc1ncccc1)c2ncccc2
  • c1ccnc(c1)SSc2ccccn2
Properties
Chemical formula C10H8N2S2
Molar mass 220.31 g·mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Irritant (Xi)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

2,2'-Dipyridyldisulfide, sometimes known as DPS, is used for preparing thiols and activating or protecting carboxylic acid with triphenylphosphine in the following reaction.

Uses

It is also used in molecular biology as an oxidising agent, for example to oxidise free thiols to form disulfide bonds in proteins.

References

  1. Futaki S. and Kitagawa K. (1994). "Peptide-Unit Assembling Using Disulfide Cross-Linking - a New Approach for Construction of Protein Models". Tetrahedron Lett. 35 (8): 1267–1270. doi:10.1016/0040-4039(94)88040-9.
  2. "Special Reagents for Thiol Groups". Aldrichimica Acta. 4 (3): 33–46.
  3. Thalmann A., Oertle K. and Gerlach H. "Synthesis of ricinelaidic acid lactone". Org. Synth. 7: 470.


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