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2127-03-9 molecular structure
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2-(pyridin-2-yldisulfanyl)pyridine

ChemBase ID: 81352
Molecular Formular: C10H8N2S2
Molecular Mass: 220.31392
Monoisotopic Mass: 220.01289027
SMILES and InChIs

SMILES:
n1ccccc1SSc1ncccc1
Canonical SMILES:
c1ccc(nc1)SSc1ccccn1
InChI:
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

Cite this record

CBID:81352 http://www.chembase.cn/molecule-81352.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-(pyridin-2-yldisulfanyl)pyridine
IUPAC Traditional name
2,2'-dipyridyldisulfide
Synonyms
2,2'-Dipyridyl disulfide
2,2′-Dithiodipyridine
2,2'-Dipyridyldisulphide
Aldrithiol-2
2,2'-Dipyridyldisulfide
2,2′-Dipyridyl disulfide
2,2′-Dithiodipyridine
Aldrithiol™-2
Bis(pyridin-2-yl) disulphide
2,2'-Dithiodipyridine
2,2'-DIPYRIDYL DISULFIDE
2,2'-二吡啶基 二硫醚
2,2'-二吡啶基二硫醚
2,2'-二硫二吡啶
2,2'-二硫二吡啶
CAS Number
2127-03-9
EC Number
218-343-1
MDL Number
MFCD00006287
Beilstein Number
154629
PubChem SID
162068471
24848570
24893969
PubChem CID
65093
CHEMBL
118678
Chemspider ID
58603
Wikipedia Title
2,2'-Dipyridyldisulfide

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 3.3267486  LogD (pH = 7.4) 3.327308 
Log P 3.327315  Molar Refractivity 58.7734 cm3
Polarizability 24.270054 Å3 Polar Surface Area 25.78 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Apperance
powder expand Show data source
Melting Point
56 - 58°C expand Show data source
56-58 °C expand Show data source
56-58 °C(lit.) expand Show data source
56-58°C expand Show data source
56-59°C expand Show data source
57-58 °C expand Show data source
Flash Point
210°C expand Show data source
210°C(410°F) expand Show data source
Storage Condition
2-8°C expand Show data source
Storage Warning
Irritant/Stench/Air Sensitive/Store under Argon/Keep Cold expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
R36/37/38 expand Show data source
Safety Statements
26-37 expand Show data source
36/37/39 expand Show data source
S36/37/39 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
Main Hazard
Irritant (Xi) expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥97.0% (GC) expand Show data source
≥99.0% (GC) expand Show data source
98% expand Show data source
Grade
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C10H8N2S2 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02150987 external link
Useful reagent for determination of sulfhydryl groups, preparation of amino acid active esters and thio esters of phosphoric acid.
Sigma Aldrich - 143049 external link
Packaging
1, 5, 25, 500 g in glass bottle
Application
Thiol reagent.1,2 Employed with PPh3 as a condensing agent in the amidation of carboxylic acid enantiomers for HPLC separation.3,4
Legal Information
Aldrithiol is a trademark of Sigma-Aldrich Co. LLC
Sigma Aldrich - 43791 external link
Other Notes
For the determination of sulfhydryl groups in biological materials1
Sigma Aldrich - 43792 external link
Other Notes
Reagent used for the lactonization of hydroxy acids with PPh31; Reagent used for sulfenylations

REFERENCES

REFERENCES

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  • • 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).
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PATENTS

PATENTS

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INTERNET

INTERNET

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