3853-91-6

Basic information

• Product Name: PENTAMETHYLIODOBENZENE
• Synonyms: PENTAMETHYLIODOBENZENE;IODOPENTAMETHYLBENZENE;PENTAMETHYLIODOBENZENE ≥97.0%;1-iodo-2,3,4,5,6-pentamethylbenzene
• CAS NO: 3853-91-6
• Molecular Formula: C₁₁H₁₅I
• Molecular Weight: 274.14
• EINECS: 223-360-2
• Mol File: 3853-91-6.mol

Chemical Properties

• Melting Point: 135-137°C
• Boiling Point: 297.9°Cat760mmHg
• Flash Point: 133.7°C
• Appearance: /
• Density: 1.421g/cm³
• Vapor Pressure: 0.00232mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: PENTAMETHYLIODOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: PENTAMETHYLIODOBENZENE(3853-91-6)
• EPA Substance Registry System: PENTAMETHYLIODOBENZENE(3853-91-6)

Safety Data

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 3853-91-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Pentamethyliodobenzene is used as a precursor in the synthesis of organic compounds, particularly for the production of pharmaceuticals, agrochemicals, and specialty chemicals. Its high reactivity allows it to be a key component in the creation of these compounds.
Used in Research and Industrial Applications:
Pentamethyliodobenzene serves as a reactant in the preparation of other organic compounds and as a reagent in various research and industrial applications. Its versatility in participating in different organic reactions makes it an essential tool in these fields.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Pentamethyliodobenzene is used as a building block for the development of new drugs. Its unique properties and reactivity contribute to the synthesis of innovative and effective pharmaceutical compounds.
Used in Agrochemical Industry:
Pentamethyliodobenzene is also utilized in the agrochemical industry for the synthesis of various agrochemicals, such as pesticides and herbicides. Its role in creating these compounds helps to improve agricultural productivity and crop protection.
Used in Specialty Chemicals Industry:
In the specialty chemicals industry, Pentamethyliodobenzene is employed in the synthesis of unique and specialized chemical compounds. Its high reactivity and ability to participate in various organic reactions make it a valuable asset in this sector.

InChI:InChI=1/C11H15I/c1-6-7(2)9(4)11(12)10(5)8(6)3/h1-5H3

Upstream product

• 56-23-5 tetrachloromethane 
• 700-12-9 pentamethylbenzene, 
• 7790-99-0 Iodine monochloride 
• 87-85-4 Hexamethylbenzene 

Downstream Products

• 14804-37-6 1-methoxy-2,3,4,5,6-pentamethylbenzene 
• 102248-77-1 1,2,3,4,5-Pentamethyl-6-(2,2,2-trifluoro-ethoxy)-benzene 
• 77905-81-8 1-(4-Chloro-phenylselanyl)-2,3,4,5,6-pentamethyl-benzene 
• 700-12-9 pentamethylbenzene, 
• 3360-62-1 1,2,3,4,5-pentamethyl-6-(trifluoromethyl)benzene 
• 80959-75-7 C₂₂H₃₀O 
• 64936-46-5 pentamethylphenyl selenocyanate 
• 39249-04-2 S-Pentamethylphenyl thiobenzoate 
• 77905-80-7 1,2,3,4,5-Pentamethyl-6-phenylselanyl-benzene 
• 20386-33-8 2,3,4,5,6-Pentamethylbenzophenone 
• 357324-24-4 (E)-methyl 3-(2,3,4,5,6-pentamethylphenyl)acrylate 
• 2243-30-3 pentamethylaniline 
• 5144-10-5 2,3,4,5,6-pentamethylbenzonitrile 
• 86489-59-0 2-Pentamethylphenyl-malononitrile 

Relevant articles and documents

Internal modes of iodopentamethylbenzene in the disordered phase by vibrational spectroscopy

Infrared and Raman spectra of oriented and non-oriented single crystal of iodopentamethylbenzene were measured at room temperature over the 4000-400 cm-1 region.The dichroism of the IR bands is disscussed.An assigment of the fundamental vibrations of IPMB is presented and based on a comparison with the spectra of some similar molecules.

Acid-Mediated Reaction of Bis(pyridine)iodonium(I) Tetrafluoroborate with Aromatic Compounds. A Selective and General Iodination Method

Reaction of aromatic compounds with bis(pyridine)iodonium(I) tetrafluoroborate (IPy2BF4) in the presence of HBF4 or CF3SO3H in CH2Cl2 at room temperature furnishes monoiodo derivatives with excellent regioselectivity and yields.Use of either acid gives comparable results with activated aromatics, whereas CF3SO3H is much more effective in the iodination of deactivated aromatics.

Halogenation Using Quaternary Ammonium Polyhalides. XIV. Aromatic Bromination and Iodination of Arenes by Use of Benzyltrimethylammonium Polyhalides-Zinc Chloride System

The reaction of arenes with benzyltrimethylammonium tribromide or benzyltrimethylammonium dichloroiodate in acetic acid in the presence of ZnCl2 at room temperature or at 70 deg C gave brome- or iodo-substituted arenes in good yield, respectively.

A Simple and General Route to Aryl Iodides from Arenes

Mercury(II) oxide-tetrafluoroboric acid reacts with arenes under mild or very mild conditions to afford, after treatment with iodine in a 'one-stage' reaction, the corresponding aryl iodide.The orientation is that expected based on general aromatic substitution theory and hence the meta-iodinated derivatives of deactivated arenes are accessible.

A Mild and Convenient Procedure for Conversion of Aromatic Compounds into Their Iodides Using Ammonium Hexanitratocerate(IV)

Polymethylbenzenes, polymethoxybenzenes, and naphthalene are iodinated with tetrabutylammonium iodide, alkali metal iodides, or molecular iodine in the presence of ammonium hexanitrocerate(IV).Ammonium hexanitrocerate(IV) behaves as a catalyst in the latter system, whereas it is a reagent in the former two.