2,2'-Diaminodiphenyl sulfide

Base Information

• Chemical Name: 2,2'-Diaminodiphenyl sulfide
• CAS No.: 5873-51-8
• Molecular Formula: C12H12N2S
• Molecular Weight: 216.307
• Hs Code.: 2930909090
• Mol file: 5873-51-8.mol

Synonyms:Aniline,2,2'-thiodi- (6CI,7CI,8CI);2,2'-Thiodianiline;Bis(2-aminophenyl) sulfide;Bis(o-aminophenyl) sulfide;2,2'-sulfanediyldianiline;Aniline, 2,2'-thiobis-;benzenamine, 2,2'-thiobis-;2,2'-Diamino diphenyl sulfide;

Chemical Property of 2,2'-Diaminodiphenyl sulfide

Chemical Property:

• Melting Point: 85-88 °C(lit.)
• Boiling Point: 363.2 °C at 760 mmHg
• PKA: 3.24±0.10(Predicted)
• Flash Point: 173.5 °C
• PSA: 77.34000
• Density: 1.26 g/cm³
• LogP: 4.16460
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol

Purity/Quality:

2,2''-DiaminodiphenylSulfide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 2,2''-Diaminodiphenyl Sulfide is used in manufacturing method of self-healing polyimide-urea copolymer having good electric insulation and heat resistance.

Technology Process of 2,2'-Diaminodiphenyl sulfide

There total 14 articles about 2,2'-Diaminodiphenyl sulfide 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: 95.0%

sodium tetrahydroborate (16940-66-2) + bis-(2-nitro-phenyl)-sulfide (22100-66-9) → 2,2'-thiodianiline (5873-51-8)

Guidance literature:

sodium tetrahydroborate; bis-(2-nitro-phenyl)-sulfide; With palladium 10% on activated carbon; In methanol; water; at 0 ℃; Inert atmosphere;

In methanol; water; at 30 ℃; for 1h; Inert atmosphere;

In methanol; water; at 50 ℃; Inert atmosphere;

DOI:10.1039/c4dt03263b

Reference yield: 93.0%

bis-(2-nitro-phenyl)-sulfide (22100-66-9) → 2,2'-thiodianiline (5873-51-8)

Guidance literature:

With hydrogen; In tetrahydrofuran; water; at 120 ℃; for 18h; under 37503.8 Torr; chemoselective reaction;

DOI:10.1126/science.1242005

Reference yield: 84.0%

2-iodophenylamine (615-43-0) → 2,2'-thiodianiline (5873-51-8)

Guidance literature:

With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide; In water; N,N-dimethyl-formamide; at 120 ℃; for 18h; Inert atmosphere;

DOI:10.1002/adsc.201400941

upstream raw materials:

pyridine

2-amino-benzenethiol

bis-(2-nitro-phenyl)-sulfide

2-(2-nitro)phenylthiophenylamine

Downstream raw materials:

2,2'-thiobis(N-sulfinylaniline)

2-(4-aminophenyl)benzothiazole

Refernces

• 1、 Antil, Neha,Kumar, Ajay,Akhtar, Naved,Newar, Rajashree,Begum, Wahida,Dwivedi, Ashutosh,Manna, Kuntal. "Aluminum Metal-Organic Framework-Ligated Single-Site Nickel(II)-Hydride for Heterogeneous Chemoselective Catalysis". . p. 3943 - 3957. Retrieved 2021/04/12.
• 2、 Hernández-Balderas, Uvaldo,Andrade-López, Noemí,Alvarado-Rodríguez, José G.,Moreno-Esparza, Rafael,Paneque, Margarita. "Hydrogen bond networks in five- and eight-membered palladium and platinum complexes derived from bis(2-aminophenyl)ether and bis(2-aminophenyl)thioether ligands". . p. 165 - 174. Retrieved 2015/04/27.