2,2'-Dipyridyl disulfide
1,2-Di(pyridin-2-yl)disulfane · Aldrithiol · 2-PDS · ALDRITHIOL-2 · Dithiodipyridine · 2-Aldrithiol · Dipyridyldisulfide · 2,2'-Dipyridyl disulfide
Identifiers & Physical Properties
| CAS No. | 2127-03-9 |
|---|---|
| Molecular formula | C10H8N2S2 |
| Average molar mass | 220.3 g/mol |
| Monoisotopic mass | 220.01289026 g/mol |
| SMILES | c1ccc(SSc2ccccn2)nc1 |
| InChIKey | HAXFWIACAGNFHA-UHFFFAOYSA-N |
| PubChem CID | 65093 |
| ChEMBL | CHEMBL118678 |
| ChEBI | CHEBI:143170 |
| EC No. | 218-343-1 |
| DTXSID | DTXSID70175517 |
Chemical & Physical Properties
| XLogP | 2.6 |
|---|---|
| Topological polar surface area | 76.4 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 4 |
| Rotatable bonds | 3 |
| Heavy atoms | 14 |
| Formal charge | 0 |
| Complexity | 148 |
| Chemical classes | Nitrogen Compounds -> Pyridines |
| Solubility | 25.5 [ug/mL] (The mean of the results at pH 7.4)methanol: soluble50mg/mL, clear to very slightly hazy, colorless to faintly brownish-yellow5 g/L (20 ºC) |
| Melting point | 58 °C56-58 °C(lit.) |
| Physical Description | White crystalline powder[Alfa Aesar MSDS] |
| Boiling point | 356.1±17.0 °C(Predicted) |
| Density | 1.3078 (rough estimate) |
| Refractive index | 1.5500 (estimate) |
| Flash point | 210 °C |
| Storage conditions | 2-8°C |
| Physical state | powder |
| pKa (acidity coefficient) | 1.52±0.19(Predicted) |
| Color | Clear colorless to yellow to tan |
| BRN | 154629 |
| InChI | 1S/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H |
| InChIKey | HAXFWIACAGNFHA-UHFFFAOYSA-N |
| SMILES | S(Sc1ccccn1)c2ccccn2 |
| LogP (partition coefficient) | 2.530 (est) |
| CAS DataBase Reference | 2127-03-9(CAS DataBase Reference) |
| FDA UNII | L6X912UPBU |
| NIST Chemistry Reference | Pyridine, 2,2'-dithiobis-(2127-03-9) |
| EPA Substance Registry System | Pyridine, 2,2'-dithiobis- (2127-03-9) |
| UNSPSC Code | 12352113 |
| NACRES | NA.26 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319-H335 |
| GHS precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 |
| Target organs | Respiratory system |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard symbols | Xi,Xn |
| Risk statements (R) | 36/37/38-37-20/22 |
| Safety statements (S) | 36/37/39-37/39-25-22-36-26 |
| UN transport number | UN 3335 |
| Water hazard class (WGK) | 3 |
| F | 10-23 |
| Autoignition temperature | 340 °C |
| Hazard Note | Irritant |
| TSCA inventory status | TSCA listed |
| Customs code | 29333990 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 1.5% (1 of 66) of reports.WarningH315 (98.5%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 66 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.Pyridine, 2,2'-dithiobis-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | A skin and strong eye irritant[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Skin Irrit. 2 (98.5%) |
| Protective Action Criteria (PAC) | 12 [mg/m3]130 [mg/m3]790 [mg/m3] |
| F | 10-23 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| UN transport number | UN 3335 |
| Customs code | 29333990 |
| Risk statements (R) | 36/37/38-37-20/22 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi,Xn |
| hazard_note | Irritant |
| Safety statements (S) | 36/37/39-37/39-25-22-36-26 |
| Storage class | 11 - Combustible Solids |
| Target organs | Respiratory system |
| GHS hazard statements | H315-H319-H335 |
| Hazard class | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Autoignition temperature | 340 °C |
| GHS precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 |
Applications & Uses
Uses
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.
Uses
2,2'-Dipyridyldisulfide, sometimes known as DPS, is used for preparing thiols and activating or protecting carboxylic acid with triphenylphosphine.
Uses
2,2'-Dithiodipyridine was used in the synthesis of adenosine-5′-phosphoimidazolide. It was employed with PPh3 as a condensing agent in the amidation of carboxylic acid enantiomers for HPLC separation.
General Description
2,2'-Dithiodipyridine is a nucleocapsid zinc finger targeting compound and can abrogate the infectivity of human immunodeficiency virus type-1 virions. It is a thiol reagent.