Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

2127-03-9 - 2,2'-Dipyridyl disulfide, 98% - 2,2'-Dithiodipyridine - A11118 - Alfa Aesar

A11118 2,2'-Dipyridyl disulfide, 98%

CAS Number

Size Price ($) Quantity Availability
5g 52.37
25g 176.13
100g 555.17
Add to Cart Add to Quote Request View Item

2,2'-Dipyridyl disulfide, 98%


Chemical Properties

Formula Weight
Melting point
Flash Point
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: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Harmonized Tariff Code


  • 87900

    Zinc chloride, anhydrous, 99.95% (metals basis)
  • A13261

    3-Mercaptopropionic acid, 99%
  • A13547

    N,N-Dimethylformamide, 99%
  • 40587

    Tris(2-carboxyethyl)phosphine hydrochloride, 98%
  • A12649

    Tri-n-butylphosphine, 95%

Recently Viewed


Life Science

Metals & Materials


Analytical & Labware