2,2'-Dithiodipyridine Basic information |
Product Name: | 2,2'-Dithiodipyridine |
Synonyms: | NSC 94055;1,2-Di(pyridin-2-yl)disulfane;2,2'-Disulphanediyldipyridine, 2,2'-Dithiodipyridine;Di(pyridin-2-yl) disulphide;Aldrithiol(TM)-2 98%;1,2-Di(pyridin-2-yl)disulfide;2-(2-Pyridinyldisulfanyl)pyridine;2,2'-Dipyridinyl disulfide |
CAS: | 2127-03-9 |
MF: | C10H8N2S2 |
MW: | 220.31 |
EINECS: | 218-343-1 |
Product Categories: | Aromatics;Heterocycles;Peptide Synthesis;Synthetic Organic Chemistry;Miscellaneous Reagents;Sulfur & Selenium Compounds;Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis) |
Mol File: | 2127-03-9.mol |
2,2'-Dithiodipyridine Chemical Properties |
Melting point | 56-58 °C(lit.) |
Boiling point | 356.1±17.0 °C(Predicted) |
density | 1.3078 (rough estimate) |
refractive index | 1.5500 (estimate) |
Fp | 210 °C |
storage temp. | 2-8°C |
solubility | methanol: soluble50mg/mL, clear to very slightly hazy, colorless to faintly brownish-yellow |
form | powder |
pka | 1.52±0.19(Predicted) |
color | Clear colorless to yellow to tan |
Water Solubility | 5 g/L (20 ºC) |
BRN | 154629 |
InChIKey | HAXFWIACAGNFHA-UHFFFAOYSA-N |
CAS DataBase Reference | 2127-03-9(CAS DataBase Reference) |
NIST Chemistry Reference | Pyridine, 2,2'-dithiobis-(2127-03-9) |
EPA Substance Registry System | Pyridine, 2,2'-dithiobis- (2127-03-9) |
Safety Information |
Hazard Codes | Xi,Xn |
Risk Statements | 36/37/38-37-20/22 |
Safety Statements | 36/37/39-37/39-25-22-36-26 |
RIDADR | UN 3335 |
WGK Germany | 3 |
F | 10-23 |
Autoignition Temperature | 340 °C |
Hazard Note | Irritant |
TSCA | Yes |
HS Code | 29333990 |
MSDS Information |
Provider | Language |
---|---|
ACROS | English |
SigmaAldrich | English |
ALFA | English |
2,2'-Dithiodipyridine Usage And Synthesis |
Chemical Properties | white to yellowish crystalline powder |
Uses | 2,2'-Dipyridyldisulfide, sometimes known as DPS, is used for preparing thiols and activating or protecting carboxylic acid with triphenylphosphine. |
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 | Aldrithiol?-2 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 | Aldrithiol?-2 is a nucleocapsid zinc finger targeting compound and can abrogate the infectivity of human immunodeficiency virus type-1virions. It is a thiol reagent. |
Biochem/physiol Actions | 2,2′-Dithiodipyridine mediates inter-unit disulfide cross-linking. It interacts with carbon nucleophiles to yield thiopyridyl derivatives. |
Purification Methods | Recrystallise the disulfide H2O from *C6H6/pet ether (6:7), ligroin or *C6H6. The picrate has m 119o (from EtOH). [Walter et al. Justus Liebigs Ann Chem 695 7785 1966, Marckwald et al. Chem Ber 33 1556 1900, Brocklehurst & Little Biochem J 133 67,78 1973, Beilstein 21 III/IV 48.] It has been used as a 1mM solution in EtOH for the spectrophotometric estimation of thiols. Essentially the thiol displaces half the disulfide molecule liberating the 2-mercaptopyridine anion, thereby shifting the from 340nm (of the disulfide) to 268nm (of the anion) at pH 9, or 278nm in H2O. (Compare |
2,2'-Dithiodipyridine Preparation Products And Raw materials |
Raw materials | Pyrithione-->Bispyrithione |
Preparation Products | Finasteride-->PYRIDINE-2-SULFONYL CHLORIDE-->Pyridine,2-(2-propen-1-ylthio)--->2-Pyridinesulfonamide(6CI,7CI,9CI)-->2-Methylthiopyridine |
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