4,4'-Dipyridyl disulfide

Base Information

• Chemical Name: 4,4'-Dipyridyl disulfide
• CAS No.: 2645-22-9
• Molecular Formula: C10H8N2S2
• Molecular Weight: 220.319
• Hs Code.: 29333990
• European Community (EC) Number: 220-158-6
• NSC Number: 367080
• UNII: EI4LXL5JH8
• DSSTox Substance ID: DTXSID00181045
• Nikkaji Number: J192.168A
• Wikidata: Q27096843
• Metabolomics Workbench ID: 150791
• ChEMBL ID: CHEMBL1232076
• Mol file: 2645-22-9.mol

Synonyms:4,4'-dipyridine disulfide;4,4'-dipyridyl disulfide;4,4'-dithiodipyridine;4,4'-dithiopyridine

Chemical Property of 4,4'-Dipyridyl disulfide

Chemical Property:

• Appearance/Colour: white to orange crystalline powder
• Melting Point: 76-78 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 356.095 °C at 760 mmHg
• PKA: 3.60±0.26(Predicted)
• Flash Point: 169.16 °C
• PSA: 76.38000
• Density: 1.34 g/cm³
• LogP: 3.27600
• Storage Temp.: 0-6°C
• Solubility.: 95% ethanol: soluble5%, clear, colorless to light yellow
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 220.01289061
• Heavy Atom Count: 14
• Complexity: 136

Purity/Quality:

98% ^*data from raw suppliers

1,2-Di(pyridin-4-yl)disulfane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CN=CC=C1SSC2=CC=NC=C2
• Uses: Aldrithiol?-4 was used as cosubstrate in a study to develop highly specific inhibitors against mannose-binding lectin-associated serine proteases by in vitro evolution technology:phage display.It was used to study the O2 equilibria of recombinant human neuroglobin and cytoglobin measured under close to physiological conditions.It was used to modify gold surfaces for protein studies.

Technology Process of 4,4'-Dipyridyl disulfide

There total 34 articles about 4,4'-Dipyridyl disulfide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

pyridine-4-thiol (4556-23-4) → dipyridin-4-yl disulfide (2645-22-9)

Guidance literature:

With tetramethylammonium chlorochromate; In acetonitrile; for 1h; Heating;

Reference yield: 85.0%

pyridine-4-thiol (4556-23-4) + 2-amino-5-bromo-6-methyl-3H-quinazolin-4-one hydrochloride → dipyridin-4-yl disulfide (2645-22-9) + 3,4-dihydro-2-amino-6-methyl-4-oxo-5-(4-pyridylthio)quinazoline

Guidance literature:

With copper(I) oxide; potassium carbonate; copper(I) bromide; In N,N-dimethyl acetamide; at 140 - 145 ℃; for 4h;

DOI:10.1021/op9002517

Reference yield: 67.0%

pyridine-4-thiol (4556-23-4) + cyclohexylamine (108-91-8,157973-60-9) → dipyridin-4-yl disulfide (2645-22-9) + N-cyclohexyl-4-pyridinesulfenamide (178735-22-3)

Guidance literature:

pyridine-4-thiol; With [bis(acetoxy)iodo]benzene; In isopropyl alcohol; at 0 ℃; for 0.0166667h; Green chemistry;

cyclohexylamine; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In isopropyl alcohol; at 0 - 20 ℃; for 4h; Green chemistry;

DOI:10.1002/ejoc.201402180

upstream raw materials:

4-pyridinethione

pyridine-4-thiol

chloroamine-T

N-chloro-p-chlorobenzenesulfonamide sodium salt

Downstream raw materials:

pyridine-4-thiol

4-pyridinethione

bis(2-hydroxyethyl) disulfide

pyridine-4-sulfonyl chloride

Refernces

• 1、 Tamoradi, Taiebeh,Ghadermazi, Mohammad,Ghorbani-Choghamarani, Arash,Molaei, Somayeh. "Synthesis and characterization of oxo-vanadium complex anchored onto SBA-15 as a green, novel and reusable nanocatalyst for the oxidation of sulfides and oxidative coupling of thiols". . p. 4259 - 4276. Retrieved 2018/03/21.
• 2、 Kosobokov, Mikhail,Cui, Benqiang,Balia, Andrii,Matsuzaki, Kohei,Tokunaga, Etsuko,Saito, Norimichi,Shibata, Norio. "Importance of a Fluorine Substituent for the Preparation of meta- and para-Pentafluoro-λ6-sulfanyl-Substituted Pyridines". supporting information. p. 10781 - 10785. Retrieved 2016/09/03.