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

1,3,5-Tris(trifluormethylthio)benzol

C₂₄H₁₂S₁₂

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

Refernces

A nanometer-sized high-spin polyradical: Poly(4-phenoxyl-1,2-phenylenevinylene) planarily extended in a non-kekule fashion and its magnetic force microscopic images

10.1021/ja002944u

The research focuses on the synthesis and characterization of a high-spin polyradical molecule, poly(4-phenoxyl-1,2-phenylenevinylene), which is π-conjugated, non-Kekule′, and nondisjoint, designed to create nanometer-sized functional materials. The synthesis involved a one-pot polycondensation of a star-shaped subpart and subsequent oxidation, resulting in a polymer with a molecular weight of 3.2 × 10^4 and a spin concentration of 0.4. The polyradical was characterized using various techniques including atomic force microscopy (AFM), magnetic force microscopy (MFM), and SQUID magnetometry. Reactants such as 1,3,5-triiodobenzene and 2-bromo-2′-vinyl-4,5′-bis(3,5-di-tert-butyl-4-acetoxyphenyl)stilbene were used in the Heck reaction to form the star-shaped hexamer subpart 1b, while 4-(3,5-di-tert-butylacetoxyphenyl)-1,3-divinylbenzene was prepared via the Wittig reaction. The analyses included NMR, IR, and MS to confirm the structure and purity of the synthesized compounds, and the magnetic properties were investigated using magnetization and static magnetic susceptibility measurements. The experiments demonstrated that the polyradical molecule exhibited a disklike shape of approximately 35 × 0.6 nm and showed potential as a nanosized, molecular-based magnetic dot.