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)

Flash point:

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

LogP

2.530 (est)

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

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2,2'-Dithiodipyridine Usage And Synthesis

Chemical Properties

white to yellowish crystalline powder

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

2,2'-Dipyridyldisulfide, sometimes known as DPS, is used for preparing thiols and activating or protecting carboxylic acid with triphenylphosphine.

Uses

2,2'-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.

Definition

ChEBI: 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 an organic disulfide and a member of pyridines.

General Description

2,2'-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.

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 (2127-03-9)Related Product Information

• 2,5-PYRIDINEDICARBOXYLIC ACID
• Diallyldisulfide
• Dimethyl disulfide
• THIODIGLYCOLIC ACID
• 2,2'-Bipyridine
• Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate
• Pyridine
• Dibenzyl disulfide
• 2,6-Lutidine
• Allicin
• 2,2'-DITHIOBIS(5-NITROPYRIDINE)
• 6,6'-DITHIODINICOTINIC ACID
• Bispyrithione
• 4,4'-DITHIODIPYRIDINE,4,4Dipyridyldisulfide-(4,4dithiodipyridine)
• GGKPDLRPCHPPCHYIPRPKPR
• 2,2'-Dithiodipyridine
• 4,4'-DIPYRIDYL DISULPHIDE, (4,4'-DITHIODIPYRIDINE)
• DI[5-(TRIFLUOROMETHYL)-2-PYRIDYL] DISULFIDE