1,3,5-Triiodobenzene

Base Information

• Chemical Name: 1,3,5-Triiodobenzene
• CAS No.: 626-44-8
• Molecular Formula: C6H3I3
• Molecular Weight: 455.803
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID30211647
• Nikkaji Number: J134.628H
• Wikidata: Q1315529
• Mol file: 626-44-8.mol

Synonyms:1,3,5-TRIIODOBENZENE;626-44-8;Benzene, 1,3,5-triiodo-;MFCD02690052;1,3,5-Triiodobenzene #;AMY011;SCHEMBL1334338;DTXSID30211647;AKOS008024697;CS-W005324;DS-3673;SY113139;A868414;Z56755984

Chemical Property of 1,3,5-Triiodobenzene

Chemical Property:

• Vapor Pressure: 9.43E-06mmHg at 25°C
• Melting Point: 184.2°C
• Refractive Index: 1.774
• Boiling Point: 383.8 °C at 760 mmHg
• Flash Point: 209 °C
• PSA: 0.00000
• Density: 2.928 g/cm³
• LogP: 3.50040
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 455.7369
• Heavy Atom Count: 9
• Complexity: 63.3

Purity/Quality:

99%, ^*data from raw suppliers

1,3,5-Triiodobenzene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1I)I)I
• Uses: 1,3,5-Triiodobenzene is used in the synthesis of conjugated microporous polymers through cationic cyclization polymerization. It also can be used in optical materials.

Technology Process of 1,3,5-Triiodobenzene

There total 20 articles about 1,3,5-Triiodobenzene 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: 92.0%

1,3,5-tris(trimethylsilyl)benzene (5624-60-2) → 1,3,5-Triiodobenzene (626-44-8)

Guidance literature:

With Iodine monochloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ja303204m

Reference yield: 84.0%

2,4,6-triiodoaniline (24154-37-8) → 1,3,5-Triiodobenzene (626-44-8)

Guidance literature:

2,4,6-triiodoaniline; With sulfuric acid; acetic acid; sodium nitrite; at 20 ℃; for 0.5h;

With copper(I) oxide; In ethanol; for 0.5h; Heating;

DOI:10.1023/B:RUCB.0000030826.76441.af

Reference yield: 83.0%

1,3,5-trisbromobenzene (626-39-1) → 1,3,5-Triiodobenzene (626-44-8)

Guidance literature:

With iodine; nickel; potassium iodide; In N,N-dimethyl-formamide; at 187 ℃; for 8h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201407387

upstream raw materials:

2,4,6-triiodoaniline

benzene

3,4,5-triiodoaniline

1,3,5-trisbromobenzene

Downstream raw materials:

1,3,5-triphenylbenzene

N¹,N¹,N³,N³,N⁵,N⁵-hexaphenyl-1,3,5-benzenetriamine

1,3,5-Tris(trifluormethylthio)benzol

N¹,N¹,N³,N³,N⁵,N⁵-hexakis(4-(tert-butyl)phenyl)benzene-1,3,5-triamine

Refernces

• 1、 Trunk, Matthias,Herrmann, Anna,Bildirir, Hakan,Yassin, Ali,Schmidt, Johannes,Thomas, Arne. "Copper-Free Sonogashira Coupling for High-Surface-Area Conjugated Microporous Poly(aryleneethynylene) Networks". supporting information. p. 7179 - 7183. Retrieved 2016/05/24.
• 2、 Olaru, Marian,Beckmann, Jens,Rat, Ciprian I.. "Polyfluorinated functionalized m-terphenyls. New substituents and ligands in organometallic synthesis". supporting information. p. 3012 - 3020. Retrieved 2014/07/08.