2,2'-Dithiodipyridine

CAS No.：2127-03-9

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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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