2,2'-Dipyridyl disulfide
Basic information
- CAS
2127-03-9- Standard SMILES
c1ccc(SSc2ccccn2)nc1- InChIKey
HAXFWIACAGNFHA-UHFFFAOYSA-N- Molecular formula
- C10H8N2S2
- Average molar mass
- 220.3 g/mol
- Monoisotopic mass
- 220.01289026
Overview
Aldrithiol is a member of the class of pyridines that is pyridine which is substituted by a pyridin-2-yldisulfanediyl group at position 2. It is a reagent used in molecular biology as an oxidizing agent. Also used in peptide synthesis and for detecting thiols. It has a role as an oxidising agent. It is a member of pyridines and an organic disulfide.
Names & identifiers
- Preferred name
- 2,2'-Dipyridyl disulfide
- IUPAC
- 2-(pyridin-2-yldisulfanyl)pyridine
- English name
- 2,2'-Dithiodipyridine
- Molecular formula
- C10H8N2S2
- Molecular weight
- 220.31
Names & synonyms
2,2'-Dithiodipyridine2127-03-92,2'-Dipyridyl disulfide2-(pyridin-2-yldisulfanyl)pyridine2,2'-Dipyridyldisulfide2-Dipyridyl disulfide2PDS2,2'-DithiopyridinePyridine, 2,2'-dithiobis-L6X912UPBUorthopyridyl disulfideDTXSID70175517
Show more names
Aldrithiol2-PDSDithiodipyridine2-AldrithiolDipyridyldisulfide2-Pyridyl disulfide
2,2-dithiobispyridine2,2-PDSRefChem:440289DTXCID5098008218-343-11,2-di(pyridin-2-yl)disulfaneAldrithiol-2Aldrithiol 2
Database identifiers
- CAS
2127-03-9- PubChem CID
- 65093
- DTXSID
DTXSID70175517- ChEMBL
CHEMBL118678- ChEBI
CHEBI:143170- UNII
- L6X912UPBU
- EC Number
- 218-343-1
- Nikkaji
- J39.097F
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 76.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 148
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Pyridines
Solubility25.5 [ug/mL] (The mean of the results at pH 7.4)
Melting Point58 °C
Physical DescriptionWhite crystalline powder; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 56 · 56-58 °C(lit.)
- Boiling point
- 356.1 · 356.1±17.0 °C(Predicted)
- Density
- 1.3078 · 1.3078 (rough estimate)
- refractive index
- 1.55 · 1.5500 (estimate)
- Flash point
- 210 °C · 210 °C
- storage temp.
- 2 · 2-8°C
- solubility
- 50 mg/mL, · methanol: soluble50mg/mL, clear to very slightly hazy, colorless to faintly brownish-yellow
- form
- powder
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1.5% (1 of 66) of reports.
Warning
H315 (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.
Hazard information
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 SummaryA skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (98.5%)
Safety & protection
Protective Action Criteria (PAC)
12 [mg/m3]
130 [mg/m3]
790 [mg/m3]
Safety data
- F
- 10-23
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationElectron-accepting molecules in chemical reactions in which electrons are transferred from one molecule to another (OXIDATION-REDUCTION).
Uses & manufacturing
General Manufacturing InformationPyridine, 2,2'-dithiobis-: ACTIVE
Applications
Uses2,2'-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.
Uses2,2'-Dipyridyldisulfide, sometimes known as DPS, is used for preparing thiols and activating or protecting carboxylic acid with triphenylphosphine.
Uses2,2'-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 Description2,2'-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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
53 records
Compound notes
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