2,2'-Dipyridyldisulfide

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]

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

Uses

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