Bis(2-pyrimidyl) disulfide

Base Information

• Chemical Name: Bis(2-pyrimidyl) disulfide
• CAS No.: 15718-46-4
• Molecular Formula: C8H6N4S2
• Molecular Weight: 222.294
• Hs Code.: 2933599090
• NSC Number: 106684
• DSSTox Substance ID: DTXSID40295993
• Nikkaji Number: J711.018I
• Wikidata: Q82036275
• Mol file: 15718-46-4.mol

Synonyms:15718-46-4;Bis(2-pyrimidyl) disulfide;1,2-di(pyrimidin-2-yl)disulfane;2-(pyrimidin-2-yldisulfanyl)pyrimidine;Dipyrimidin-2-yl disulphide;Pyrimidine, 2,2'-dithiobis-;Dipyrimidin-2-yl disulfide;2,2'-dithiobispyrimidine;bis(2-pyrimidyl)disulfide;Pyrimidine,2,2'-dithiobis-;NSC106684;Pyrimidine,2'-dithiobis-;SCHEMBL192228;AMY154;DTXSID40295993;LJINHMVNIBCANU-UHFFFAOYSA-N;2-(pyrimidin-2-yldithio)pyrimidine;MFCD00816778;AKOS030632348;AT22667;NSC-106684;AS-58963;CS-0161867;A903197

Chemical Property of Bis(2-pyrimidyl) disulfide

Chemical Property:

• Appearance/Colour: Yellow power
• Vapor Pressure: 4.62E-09mmHg at 25°C
• Melting Point: 139-141 °C
• Refractive Index: 1.71
• Boiling Point: 484.2 °C at 760 mmHg
• PKA: -1.10±0.33(Predicted)
• Flash Point: 246.6 °C
• PSA: 102.16000
• Density: 1.48 g/cm³
• LogP: 2.06600
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 222.00338856
• Heavy Atom Count: 14
• Complexity: 139

Purity/Quality:

99.3% ^*data from raw suppliers

1,2-Di(pyrimidin-2-yl)disulfane 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Harmful:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(N=C1)SSC2=NC=CC=N2

Technology Process of Bis(2-pyrimidyl) disulfide

There total 17 articles about Bis(2-pyrimidyl) 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: 99.0%

2-sulfanylpyrimidine (131242-36-9) → 2,2'-dipyrimidyl disulfide (15718-46-4)

Guidance literature:

With iodine; In water; acetonitrile; at 20 ℃;

Reference yield: 92.0%

1-(pyrimidin-2-yl)hydrazine hydrochloride → 2,2'-dipyrimidyl disulfide (15718-46-4)

Guidance literature:

With sulfur; oxygen; sodium hydroxide; In water; at 60 ℃; for 12h; under 2250.23 Torr; Sealed tube; Schlenk technique;

Reference yield: 82.0%

2-thioxopyrimidine (1450-85-7) → 2,2'-dipyrimidyl disulfide (15718-46-4)

Guidance literature:

With ozone; In dichloromethane; at 25 ℃; for 0.5h;

DOI:10.1016/0040-4039(93)85027-T

upstream raw materials:

2-thioxopyrimidine

2-(iodomethyl)-5-nitrofuran

pyrimidine-2-thiolate anion

2-bromo-2-nitropropane

Downstream raw materials:

2-isopropoxypyrimidine

2-ethoxy-pyrimidine

sulfur

poly-[(μ2-pyrimidine-N,N')chlorocopper(I)]

Refernces

• 1、 -. "Method for synthesizing symmetric disulfide compound by taking aryl hydrazine and S8 as raw materials". Paragraph 0064. . Retrieved 2020/11/23.
• 2、 Song, Lijuan,Li, Wenhao,Duan, Wenxue,An, Jichao,Tang, Shanyu,Li, Longjia,Yang, Guanyu. "Natural gallic acid catalyzed aerobic oxidative coupling with the assistance of MnCO3 for synthesis of disulfanes in water". supporting information. p. 1432 - 1438. Retrieved 2019/03/26.