4,5-Dichloro-1,2-diiodobenzene

Base Information

• Chemical Name: 4,5-Dichloro-1,2-diiodobenzene
• CAS No.: 73513-58-3
• Molecular Formula: C6H2Cl2I2
• Molecular Weight: 398.797
• DSSTox Substance ID: DTXSID50223727
• Wikidata: Q83102218
• Mol file: 73513-58-3.mol

Synonyms:4,5-Dichloro-1,2-diiodobenzene;73513-58-3;1,2-dichloro-4,5-diiodobenzene;SCHEMBL16099917;DTXSID50223727;VYUPUNXSNRCUJZ-UHFFFAOYSA-N

Chemical Property of 4,5-Dichloro-1,2-diiodobenzene

Chemical Property:

• Vapor Pressure: 0.000508mmHg at 25°C
• Boiling Point: 323°Cat760mmHg
• Flash Point: 149.2°C
• Density: 2.532g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 397.76230
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1I)I)Cl)Cl

Technology Process of 4,5-Dichloro-1,2-diiodobenzene

There total 3 articles about 4,5-Dichloro-1,2-diiodobenzene 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: 30.0%

1,2-dichloro-benzene (95-50-1) → 1,2-dichloro-4,5-diiodobenzene (73513-58-3)

Guidance literature:

With sulfuric acid; periodic acid; potassium iodide; at 0 ℃; for 12h;

DOI:10.1055/s-0034-1379140

Reference yield:

C34H30B2Cl2 → iodomesitylene (4028-63-1) + 1,2-dichloro-4,5-diiodobenzene (73513-58-3) + 2,3-diiodonaphthalene (27715-43-1)

Guidance literature:

With iodine; potassium carbonate; In acetonitrile; at 80 ℃; for 17h; Inert atmosphere; Sealed tube;

DOI:10.1002/ejoc.202000954

Reference yield:

4,5-Dichloro-1,2-phenylenediamine (5348-42-5) → 1,2-dichloro-4,5-diiodobenzene (73513-58-3)

Guidance literature:

With sulfuric acid; potassium iodide; sodium nitrite; Yield given. Multistep reaction; 1.) acetic acid, 2 deg C, 20 min; 2.) water, 60 deg C, 15 min;

DOI:10.1021/ja00306a013

upstream raw materials:

4,5-Dichloro-1,2-phenylenediamine

1,2-dichloro-benzene

Downstream raw materials:

1,2-dichloro-4,5-bis(ethynyl)benzene

1,4-bis(trimethylsilyl)-1,3-butadiyne

Refernces

• 1、 Fonari, Alexandr,R?der, Jens C.,Shen, Hao,Timofeeva, Tatiana V.,Vollhardt, K. Peter C.. "Toward Antikekulene: Angular 1,2-Di-, 2,3-Di-, and 1,2,15,16-Tetrachloro[6]phenylene". supporting information. . Retrieved 2015/08/06.