4,4'-Dithiodianiline

Base Information

• Chemical Name: 4,4'-Dithiodianiline
• CAS No.: 722-27-0
• Deprecated CAS: 56940-56-8
• Molecular Formula: C12H12N2S2
• Molecular Weight: 248.373
• Hs Code.: 29309090
• European Community (EC) Number: 211-961-2
• NSC Number: 677451
• UNII: 11D9715VB7
• DSSTox Substance ID: DTXSID3061057
• Nikkaji Number: J6.950G
• Wikidata: Q63409629
• ChEMBL ID: CHEMBL120723
• Mol file: 722-27-0.mol

Synonyms:4,4'-diaminodiphenyldisulfide;4-aminophenyl disulfide

Chemical Property of 4,4'-Dithiodianiline

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 3.47E-08mmHg at 25°C
• Melting Point: 77-78 °C(lit.)
• Refractive Index: 1.74
• Boiling Point: 447 °C at 760 mmHg
• PKA: 4.10±0.10(Predicted)
• Flash Point: 224.2 °C
• PSA: 102.64000
• Density: 1.34 g/cm³
• LogP: 4.81280
• Solubility.: soluble in Methanol
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 248.04419074
• Heavy Atom Count: 16
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

4,4''-Dithiodianiline ^*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

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)SSC2=CC=C(C=C2)N

Technology Process of 4,4'-Dithiodianiline

There total 56 articles about 4,4'-Dithiodianiline 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%

4-aminotiophenol (1193-02-8) → bis(4-aminophenyl)disulfide (722-27-0)

Guidance literature:

With dihydrogen peroxide; sodium iodide; In water; ethyl acetate; at 20 ℃; for 24h;

DOI:10.1002/anie.201906215

Reference yield: 95.1%

1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene (57-67-0,61116-95-8) → bis(4-aminophenyl)disulfide (722-27-0) + sulfanilamide (63-74-1) + aniline (62-53-3) + 4-aminobenzene sulfonic acid (121-57-3,856062-06-1)

Guidance literature:

In methanol; for 76h; Product distribution; Mechanism; Irradiation; λ=254 nm;

DOI:10.1002/ardp.19843171103

Reference yield: 93.5%

4-thiocyanatoaniline (2987-46-4) → bis(4-aminophenyl)disulfide (722-27-0)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; at 100 ℃; sealed ampoule;

upstream raw materials:

4-thiocyanatoaniline

di(p-nitrophenyl) disulfide

bis(4-nitrophenyl)sulfide

(4-acetamidophenyl)disulfide

Downstream raw materials:

bis-{4-[bis-(2-hydroxy-ethyl)-amino]-phenyl}-disulfide

bis-(4-trans-cinnamylidenamino-phenyl)-disulfide

bis-(4-isocyanato-phenyl)-disulfide

(4-acetamidophenyl)disulfide

Refernces

• 1、 Du, Xiao-Cheng,Zhu, Ji-Hua,Quan, Zheng-Jun,Wang, Xi-Cun. "Adsorption of rhodamine B by organic porous materials rich in nitrogen, oxygen, and sulfur heteroatoms". supporting information. p. 3448 - 3453. Retrieved 2021/03/03.
• 2、 Wei, Xiangxu,Zhong, Miao,Wang, Song,Li, Lexun,Song, Zi-Long,Zhang, Junmin,Xu, Jianqiang,Fang, Jianguo. "Synthesis and biological evaluation of disulfides as anticancer agents with thioredoxin inhibition". . . Retrieved 2021/03/24.