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A11118 2,2'-Dipyridyl disulfide, 98%

CAS Number

Stock No. Size Price ($) Quantity Availability
A11118-06 5g 57.50
A11118-14 25g 193.00
A11118-22 100g 604.00
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2,2'-Dipyridyl disulfide, 98%


Chemical Properties

Formula Weight
Melting point
Flash Point
Storage & Sensitivity
Keep Cold.
Soluble in water, benzene, tetrahydrofuran, dichloromethane, acetonitrile and dimethyformamide.


2,2'-Dipyridyl disulfide is a useful reagent for determination of sulfhydryl groups, preparation of amino acid active esters and the thio esters of phosphoric acid. It acts as a peptide coupling reagent and as an oxidizing agent. It is also used for the activation of glycosides.


Incompatible with oxidizing agents and metals.

Literature References

In combination with triphenylphosphine, acts as a peptide coupling reagent (see Appendix 6) in which water is removed by a mechanism whereby the phosphine is oxidized to the phosphine oxide and the disulfide reduced to the thiol: J. Am. Chem. Soc., 90, 4490 (1968); 91, 1554 (1969); Bull. Chem. Soc. Jpn., 43, 1271 (1970).

The technique has also been widely applied for macrolactonization, via high-dilution cyclization of the 2-pyridine thioester: J. Am. Chem. Soc., 96, 5614 (1974); 97, 653, 654, 2287 (1975). The cyclization step can be catalyzed by silver ion: Helv. Chim. Acta, 57, 2661 (1974). See, e.g.: Org. Synth. Coll., 7, 470 (1990).

In combination with tri-n-butylphosphine has been used for the activation of glycosides, e.g. in the formation of disaccarides: J. Am. Chem. Soc., 103, 4221 (1981); Tetrahedron, 47, 6435 (1991).

Moosun, S.; Laulloo, S. J.; Bhowon, M. G. Metal complexes of diaryl and 2, 2'-dipyridyl disulfides. J. Sulphur Chem. 2012, 33 (6), 661-691.

Bhasin, K. K.; Kumar, R.; Mehta, S. K.; Raghavaiah, P.; Jacob, C.; Klapotke, T. M. Synthesis and characterization of 5, 5'-dibromo-2, 2'-dipyridyl disulfide and some of its derivatives: X-ray structure of 5, 5'-dibromo-2, 2'-dipyridyl disulfide and bis (5-bromopyridine-2-ylthio) methane. Inorg. Chim. Acta 2009, 362 (7), 2386-2390.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H315-H319-H335

Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c

Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Hazard Class
Packing Group
Harmonized Tariff Code


  • A12649

    Tri-n-butylphosphine, 95%
  • A13261

    3-Mercaptopropionic acid, 99%
  • A13547

    N,N-Dimethylformamide, 99%
  • 40587

    Tris(2-carboxyethyl)phosphine hydrochloride, 98%
  • 87900

    Zinc chloride, anhydrous, 99.95% (metals basis)

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