2,4-Diiodoaniline

Base Information

• Chemical Name: 2,4-Diiodoaniline
• CAS No.: 533-70-0
• Molecular Formula: C6H5 I2 N
• Molecular Weight: 344.921
• Hs Code.: 2921420090
• European Community (EC) Number: 670-775-3
• NSC Number: 508880
• UNII: NV2D8O2252
• DSSTox Substance ID: DTXSID80325485
• Nikkaji Number: J135.084F
• Wikidata: Q27285067
• Mol file: 533-70-0.mol

Synonyms:2,4-Diiodoaniline;533-70-0;Benzenamine, 2,4-diiodo-;2,4-Diiodoaniline [MI];NSC-508880;UNII-NV2D8O2252;NV2D8O2252;2,4-diiodo-benzenamine;2,4-Dijodanilin;Aniline,4-diiodo-;NSC508880;Ic1cc(I)ccc1N;2,4-diiodobenylamine;2,4-Diiodobenzenamine;Benzenamine,4-diiodo-;SCHEMBL3015612;DTXSID80325485;AKOS015890300;AT18535;FS-4804;METHYL3,4,5-TRIMETHOXYBENZOATE;AC-22930;AM20040650;CS-0157065;FT-0655644;EN300-395674;A829547;Q27285067;F8881-4483

Chemical Property of 2,4-Diiodoaniline

Chemical Property:

• Vapor Pressure: 5.94E-05mmHg at 25°C
• Melting Point: 94-95°C
• Boiling Point: 346 °C at 760 mmHg
• PKA: 1.74±0.10(Predicted)
• Flash Point: 163 °C
• PSA: 26.02000
• Density: 2.538 g/cm³
• LogP: 3.05920
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 344.85114
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

98%min ^*data from raw suppliers

2,4-Diiodoaniline 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1I)I)N
• Uses: 2,4-Diiodoaniline is an aromatic hydrocarbon derivative and is used as an intermediate in pharmaceutical synthesis. It is used to synthesis of 5-Iodo-2-phenyl-benzimidazole.

Technology Process of 2,4-Diiodoaniline

There total 19 articles about 2,4-Diiodoaniline 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: 98.0%

aniline (62-53-3) → 2,4-diiodoaniline (533-70-0)

Guidance literature:

With hydrogenchloride; sodium chlorite; sodium iodide; In methanol; at 20 ℃; for 1.5h;

DOI:10.1016/j.tet.2007.10.062

Reference yield: 96.0%

p-aminoiodobenzene (540-37-4) → 2,4-diiodoaniline (533-70-0)

Guidance literature:

With calcium carbonate; benzyl triethylammonium dichloroiodate; In methanol; dichloromethane; at 20 ℃; for 8h;

DOI:10.1021/jo049011r

Reference yield: 95.0%

2-iodophenylamine (615-43-0) → 2,4-diiodoaniline (533-70-0)

Guidance literature:

With 1-butyl-3-methyl-pyridinium dichloroiodate; at 80 ℃; for 1h; Inert atmosphere;

upstream raw materials:

2-iodophenylamine

2,4-diiodo-1-nitro-benzene

aniline

Iodine monochloride

Downstream raw materials:

N-(2,4-diiodo-phenyl)-2,2,2-trifluoro-acetamide

(2,4-diethynyl-phenyl)-phenyl-diazene

Refernces

• 1、 -. "AN IMPROVED ONE POT, ONE STEP PROCESS FOR THE HALOGENATION OF AROMATICS USING SOLID ACID CATALYSTS". Page/Page column 0047; 0048. . Retrieved 2019/04/18.
• 2、 -. "NOVEL RECYCLABLE IODINATING AGENT AND ITS APPLICATIONS". Page/Page column 16. . Retrieved 2016/11/07.