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2,2'-Dipyridyldisulfide

2,2′-Dipyridyldisulfide, sometimes known as DPS, is used for preparing thiols[1][2] and activating carboxylic acid for coupling reactions, as in the following reaction:[3]

2,2′-Dipyridyldisulfide
Names
Preferred IUPAC name
2,2′-Disulfanediyldipyridine
Other names
1,2-Di(pyridin-2-yl)disulfane (not recommended)
2,2′-Dipyridyldisulfide
2,2′-Dipyridyldisulphide
Aldrithiol-2
Identifiers
  • 2127-03-9
3D model (JSmol)
  • Interactive image
  • Interactive image
ChEBI
  • CHEBI:143170
ChEMBL
  • ChEMBL118678 Y
ChemSpider
  • 58603 Y
ECHA InfoCard 100.016.676
EC Number
  • 218-343-1
  • 65093
UNII
  • L6X912UPBU Y
  • DTXSID70175517
  • InChI=1S/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H Y
    Key: HAXFWIACAGNFHA-UHFFFAOYSA-N Y
  • InChI=1/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H
    Key: HAXFWIACAGNFHA-UHFFFAOYAJ
  • S(Sc1ncccc1)c2ncccc2
  • c1ccnc(c1)SSc2ccccn2
Properties
C10H8N2S2
Molar mass 220.31 g·mol−1
Melting point 56 to 58 °C (133 to 136 °F; 329 to 331 K)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Irritant (Xi)
GHS labelling:
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)

Uses edit

It is also used in molecular biology as an oxidising agent, for example to oxidise free thiols to form disulfide bonds in proteins.

References edit

  1. ^ Futaki S. and Kitagawa K. (1994). "Peptide-Unit Assembling Using Disulfide Cross-Linking - a New Approach for Construction of Protein Models". Tetrahedron Lett. 35 (8): 1267–1270. doi:10.1016/0040-4039(94)88040-9.
  2. ^ "Special Reagents for Thiol Groups". Aldrichimica Acta. 4 (3): 33–46.
  3. ^ Thalmann A., Oertle K. and Gerlach H (1985). "Ricinelaidic acid lactone". Org. Synth. 7: 470. doi:10.15227/orgsyn.063.0192.


dipyridyldisulfide, dipyridyldisulfide, sometimes, known, used, preparing, thiols, activating, carboxylic, acid, coupling, reactions, following, reaction, dipyridyldisulfide, namespreferred, iupac, name, disulfanediyldipyridineother, names, pyridin, disulfane,. 2 2 Dipyridyldisulfide sometimes known as DPS is used for preparing thiols 1 2 and activating carboxylic acid for coupling reactions as in the following reaction 3 2 2 Dipyridyldisulfide NamesPreferred IUPAC name 2 2 DisulfanediyldipyridineOther names 1 2 Di pyridin 2 yl disulfane not recommended 2 2 Dipyridyldisulfide2 2 DipyridyldisulphideAldrithiol 2IdentifiersCAS Number 2127 03 93D model JSmol Interactive imageInteractive imageChEBI CHEBI 143170ChEMBL ChEMBL118678 YChemSpider 58603 YECHA InfoCard 100 016 676EC Number 218 343 1PubChem CID 65093UNII L6X912UPBU YCompTox Dashboard EPA DTXSID70175517InChI InChI 1S C10H8N2S2 c1 3 7 11 9 5 1 13 14 10 6 2 4 8 12 10 h1 8H YKey HAXFWIACAGNFHA UHFFFAOYSA N YInChI 1 C10H8N2S2 c1 3 7 11 9 5 1 13 14 10 6 2 4 8 12 10 h1 8HKey HAXFWIACAGNFHA UHFFFAOYAJSMILES S Sc1ncccc1 c2ncccc2c1ccnc c1 SSc2ccccn2PropertiesChemical formula C 10H 8N 2S 2Molar mass 220 31 g mol 1Melting point 56 to 58 C 133 to 136 F 329 to 331 K HazardsOccupational safety and health OHS OSH Main hazards Irritant Xi GHS labelling PictogramsSignal word WarningHazard statements H315 H319 H335Precautionary statements P261 P264 P271 P280 P302 P352 P304 P340 P305 P351 P338 P312 P321 P332 P313 P337 P313 P362 P403 P233 P405 P501Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox referencesUses editIt is also used in molecular biology as an oxidising agent for example to oxidise free thiols to form disulfide bonds in proteins References edit Futaki S and Kitagawa K 1994 Peptide Unit Assembling Using Disulfide Cross Linking a New Approach for Construction of Protein Models Tetrahedron Lett 35 8 1267 1270 doi 10 1016 0040 4039 94 88040 9 Special Reagents for Thiol Groups Aldrichimica Acta 4 3 33 46 Thalmann A Oertle K and Gerlach H 1985 Ricinelaidic acid lactone Org Synth 7 470 doi 10 15227 orgsyn 063 0192 nbsp This article about an organic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title 2 2 27 Dipyridyldisulfide amp oldid 1120545431, wikipedia, wiki, book, books, library,

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