2,2'-Dithiobis(5-nitropyridine)

Base Information

• Chemical Name: 2,2'-Dithiobis(5-nitropyridine)
• CAS No.: 2127-10-8
• Molecular Formula: C10H6 N4 O4 S2
• Molecular Weight: 310.314
• Hs Code.: 2933399090
• European Community (EC) Number: 218-344-7
• NSC Number: 677436,149336
• DSSTox Substance ID: DTXSID00175520
• Nikkaji Number: J85.671A
• Wikidata: Q83045883
• ChEMBL ID: CHEMBL120580
• Mol file: 2127-10-8.mol

Synonyms:2,2'-dithio-bis(5-nitropyridine);2,2'-dithiobis(5-nitropyridine);2,2-DNP;DTBNP

Chemical Property of 2,2'-Dithiobis(5-nitropyridine)

Chemical Property:

• Melting Point: 155-157 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 514.2°Cat760mmHg
• PKA: -2.88±0.29(Predicted)
• Flash Point: 264.8°C
• PSA: 168.02000
• Density: 1.65g/cm³
• LogP: 4.13880
• Storage Temp.: Store at RT.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 309.98304703
• Heavy Atom Count: 20
• Complexity: 328

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2′-Dithiobis(5-nitropyridine) 96% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=NC=C1[N+](=O)[O-])SSC2=NC=C(C=C2)[N+](=O)[O-]
• Uses: 2,2′-Dithiobis(5-nitropyridine) was employed:as cysteine-activating reagent to study the NMR of G protein-coupled receptors in the deprotection assays for protected selenocysteine-containing peptidesfor deprotecting p-methoxybenzyl groups and acetamidomethyl groups from the side-chains of cysteine and selenocysteineto remove the p-methoxybenzyl protecting group from cysteine and selenocysteine side-chains

Technology Process of 2,2'-Dithiobis(5-nitropyridine)

There total 7 articles about 2,2'-Dithiobis(5-nitropyridine) 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: 77.0%

→ 3',5'-O-Diacetyl-5-S-(2,4-dinitrophenyl)mercapto-2'-deoxyuridine + 5,5'-dinitro-2,2'-disulfanediyl-bis-pyridine (2127-10-8)

Guidance literature:

Reference yield:

2-mercapto-5-nitropyridine (2127-09-5) → 5,5'-dinitro-2,2'-disulfanediyl-bis-pyridine (2127-10-8)

Guidance literature:

With water; dihydrogen peroxide;

Reference yield:

2-mercapto-5-nitropyridine (2127-09-5) → 5,5'-dinitro-2,2'-disulfanediyl-bis-pyridine (2127-10-8) + 5-nitropyridine-2-sulfonamide (75903-49-0)

Guidance literature:

With hydrogenchloride; ammonium hydroxide; chlorine; Yield given. Multistep reaction. Yields of byproduct given; 1.) -15 deg C to -25 deg C, 15 min, 2.) RT, 3 h;

DOI:10.1021/jm00186a017

upstream raw materials:

2-mercapto-5-nitropyridine

2-chloro-5-nitropyridine

5-nitro-2-hydroxypyridine

2-Fluoro-5-nitropyridine

Downstream raw materials:

3-[3-(2-morpholin-4-yl-ethoxy)-phenyl]-6-(5-nitro-pyridin-2-ylsulfanyl)-[1,2,4]triazolo[4,3-a]pyridine

2-[(4′-chlorophenyl)thio]-5-nitropyridine

3'-deoxy-5'-O-dimethoxytrityl-3'-S-(5-nitropyridyl-2-disulfanyl)thymidine

9-[(2R,3S,4S,5R)-3-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-(5-nitro-pyridin-2-yldisulfanyl)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

Refernces

• 1、 Cui, Benqiang,Jia, Shichong,Tokunaga, Etsuko,Saito, Norimichi,Shibata, Norio. "Silver-induced self-immolative Cl-F exchange fluorination of arylsulfur chlorotetrafluorides: Synthesis of arylsulfur pentafluorides". supporting information. p. 12738 - 12741. Retrieved 2017/12/06.
• 2、 -. "Neuropeptide Y antagonists". Page column 9-10. . Retrieved 2010/02/05.