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(Top) 1 Uses 2 References

2,2'-Dipyridyldisulfide

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2,2′-Dipyridyldisulfide
Names


Preferred IUPAC name 2,2′-Disulfanediyldipyridine
Other names 1,2-Di(pyridin-2-yl)disulfane (not recommended) 2,2′-Dipyridyldisulfide 2,2′-Dipyridyldisulphide Aldrithiol-2
Identifiers
CAS Number	2127-03-9
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:143170
ChEMBL	ChEMBL118678^Y
ChemSpider	58603^Y
ECHA InfoCard	100.016.676
EC Number	218-343-1
PubChem CID	65093
UNII	L6X912UPBU^Y
CompTox Dashboard (EPA)	DTXSID70175517
InChI InChI=1S/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H^Y Key: HAXFWIACAGNFHA-UHFFFAOYSA-N^Y InChI=1/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H Key: HAXFWIACAGNFHA-UHFFFAOYAJ
SMILES S(Sc1ncccc1)c2ncccc2 c1ccnc(c1)SSc2ccccn2
Properties
Chemical formula	C₁₀H₈N₂S₂
Molar mass	220.31 g·mol⁻¹
Melting point	56 to 58 °C (133 to 136 °F; 329 to 331 K)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Irritant (Xi)
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

2,2′-Dipyridyldisulfide, sometimes known as DPS, is used for preparing thiols^[1]^[2] and activating carboxylic acid for coupling reactions, as in the following reaction:^[3]

Uses

[edit]

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

References

[edit]

^ 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.

^ "Special Reagents for Thiol Groups". Aldrichimica Acta. 4 (3): 33–46.

^ Thalmann A., Oertle K. and Gerlach H (1985). "Ricinelaidic acid lactone". Org. Synth. 7: 470. doi:10.15227/orgsyn.063.0192.

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Retrieved from "https://en.wikipedia.org/w/index.php?title=2,2%27-Dipyridyldisulfide&oldid=1223985540" Categories: ●Organic disulfides ●2-Pyridyl compounds ●Reagents for organic chemistry ●Organic compound stubs Hidden categories: ●Chemical articles with multiple compound IDs ●Multiple chemicals in an infobox that need indexing ●Articles without KEGG source ●ECHA InfoCard ID from Wikidata ●Chembox having GHS data ●Articles containing unverified chemical infoboxes ●Articles with short description ●Short description matches Wikidata ●All stub articles ●This page was last edited on 15 May 2024, at 15:33 (UTC). ●Text is available under the Creative Commons Attribution-ShareAlike License 4.0; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization. ●Privacy policy ●About Wikipedia ●Disclaimers ●Contact Wikipedia ●Code of Conduct ●Developers ●Statistics ●Cookie statement ●Mobile view