2,4,6-Trimethyliodobenzene

Base Information

• Chemical Name: 2,4,6-Trimethyliodobenzene
• CAS No.: 4028-63-1
• Molecular Formula: C9H11I
• Molecular Weight: 246.091
• Hs Code.: 29039990
• European Community (EC) Number: 223-709-9
• NSC Number: 68044
• DSSTox Substance ID: DTXSID60193265
• Nikkaji Number: J1.606.877B,J217.848F
• Wikidata: Q72514125
• Mol file: 4028-63-1.mol

Synonyms:2-iodo-1,3,5-trimethylbenzene;iodomesitylene

Chemical Property of 2,4,6-Trimethyliodobenzene

Chemical Property:

• Appearance/Colour: yellow crystalline low melting solid
• Vapor Pressure: 0.0462mmHg at 25°C
• Melting Point: 28-32 °C
• Refractive Index: 1.583
• Boiling Point: 244.9 °C at 760 mmHg
• Flash Point: 107.1 °C
• PSA: 0.00000
• Density: 1.534 g/cm³
• LogP: 3.21640
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Light Sensitive
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 245.99055
• Heavy Atom Count: 10
• Complexity: 99.3

Purity/Quality:

99% ^*data from raw suppliers

Iodomesitylene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39-24/28

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)I)C
• Uses: suzuki reaction Iodomesitylene can be used as a good catalyst for living radical polymerization due to its good molecular weight distribution.

Technology Process of 2,4,6-Trimethyliodobenzene

There total 54 articles about 2,4,6-Trimethyliodobenzene 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%

1,3,5-trimethyl-benzene (108-67-8) → iodomesitylene (4028-63-1)

Guidance literature:

With tetrafluoroboric acid; [bis(pyridine)iodine]⁺ tetrafluoroborate; In diethyl ether; dichloromethane; for 0.1h; Ambient temperature;

DOI:10.1021/jo00060a020

Reference yield: 96.0%

1,3,5-trimethyl-benzene (108-67-8) → iodomesitylene (4028-63-1) + 2,4-diiodomesitylene (53779-84-3)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In ethyl acetate; at 60 ℃; for 16h;

DOI:10.1055/s-1998-1713

Reference yield: 93.0%

mesitylenecarboxylic acid (480-63-7) → iodomesitylene (4028-63-1)

Guidance literature:

With potassium phosphate; iodine; In acetonitrile; at 100 ℃; for 6h; Temperature; Solvent; chemoselective reaction; Glovebox; Inert atmosphere;

DOI:10.1021/jacs.7b05155

upstream raw materials:

iodobenzene

mesityllithium

2,4,6-trimethylaniline

1,3,5-trimethyl-benzene

Downstream raw materials:

2,4-diiodomesitylene

4-iodo-3,5-dimethylbenzaldehyde

2-(2,4,6-trimethylphenyl)-3-pentanone

1-(phenylethynyl)-2,4,6-trimethylbenzene

Refernces

• 1、 Misal, Balu,Palav, Amey,Ganwir, Prerna,Chaturbhuj, Ganesh. "Sulfated polyborate-H2O assisted tunable activation of N-iodosuccinimide for expeditious mono and diiodination of arenes". supporting information. . Retrieved 2021/05/26.
• 2、 Bondarenko, Oksana B.,Karetnikov, Georgy L.,Komarov, Arseniy I.,Pavlov, Aleksandr I.,Nikolaeva, Svetlana N.. "R4NHal/NOHSO4: A Usable System for Halogenation of Isoxazoles, Pyrazoles, and beyond". supporting information. p. 322 - 332. Retrieved 2021/01/14.