163704-47-0

Basic information

• Product Name: 2,6-Diisopropyliodobenzene
• Synonyms: 2-Iodo-1,3-diisopropylbenzene;2-iodo-1,3-di(propan-2-yl)benzene;2,6-Diisopropyliodobenzene
• CAS NO: 163704-47-0
• Molecular Formula: C₁₂H₁₇I
• Molecular Weight: 288.16785
• Mol File: 163704-47-0.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 2,6-Diisopropyliodobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Diisopropyliodobenzene(163704-47-0)
• EPA Substance Registry System: 2,6-Diisopropyliodobenzene(163704-47-0)

Safety Data

• Hazardous Substances Data: 163704-47-0(Hazardous Substances Data)

Usage

Description

2,6-Diisopropyliodobenzene, with the molecular formula C12H17I, is a colorless to pale yellow liquid characterized by a strong odor. It is a chemical compound that serves as a versatile intermediate in the synthesis of a variety of organic compounds, including pharmaceuticals, pesticides, and dyes. Additionally, it functions as a reagent in organic chemistry, facilitating the preparation of aryl iodides and other functionalized aromatic compounds. Due to its toxic nature and potential to cause irritation, it requires careful handling to prevent ingestion, inhalation, or skin absorption.

Uses

Used in Pharmaceutical Industry:
2,6-Diisopropyliodobenzene is used as a synthetic intermediate for the production of various pharmaceuticals. Its ability to be incorporated into complex organic molecules makes it valuable in the development of new drugs and medicinal compounds.
Used in Pesticide Industry:
In the pesticide sector, 2,6-Diisopropyliodobenzene is utilized as a precursor in the synthesis of active ingredients for pest control agents. Its role in creating effective and targeted pesticides contributes to agricultural productivity and crop protection.
Used in Dye Industry:
2,6-Diisopropyliodobenzene is employed as a chemical intermediate in the manufacture of dyes. Its involvement in dye synthesis allows for the creation of a range of colorants used in various applications, including textiles, plastics, and printing inks.
Used in Organic Chemistry Research:
As a reagent in organic chemistry, 2,6-Diisopropyliodobenzene is used for the preparation of aryl iodides and other functionalized aromatic compounds. Its application in research settings aids in the exploration of new chemical reactions and the development of innovative synthetic pathways.

Upstream product

• 24544-04-5 2,6-diisopropylbenzenamine 
• 82113-65-3 bis(trifluoromethanesulfonyl)amide 
• 13922-41-3 1-Naphthylboronic acid 

Downstream Products

• 92035-95-5 2,6-bis-(1-methylethyl)benzoic acid 
• 2078-54-8 2,6-diisopropylphenol 
• 156023-27-7 (2,6-diisopropylphenyl)acetylene 
• 854271-12-8 1,3-diisopropyl-2-(phenylethynyl)benzene 
• 85374-63-6 2,6-diisopropylbenzoyl chloride 
• 25364-47-0 1-(2,6-diisopropylphenyl)-1H-imidazole 
• 863677-59-2 N-(2,6-diisopropyl)phenyl-N-(2-pyridyl)amine 
• 1035347-44-4 2,6-diisopropylphenyl tert-butyldimethylsilyl ether 
• 1263862-50-5 1,4-bis(2,6-diisopropylphenyl)-1H-[1,2,3]-triazole 

Relevant articles and documents

Arene diazonium saccharin intermediates: A greener and cost-effective alternative method for the preparation of aryl iodide

In the current protocol, the arene diazonium saccharin derivatives were initially produced from various substituted aromatic amines; subsequently, these intermediates were treated with a greener organic iodide for the preparation of the aryl iodide. We tried to choose low-cost, commercially available, biodegradable, recoverable, ecofriendly, and safe reagents and solvents. The arene diazonium saccharin intermediates could be stored in the liquid phase into a refrigerator for a long time with no significant loss activity. The outstanding merits of the current protocol (a) included the partial recovering of saccharin and tetraethylammonium salt, (b) reduce the use of solvents and the reaction steps due to eliminating separation and purification of intermediates, (c) good yield of the sterically hindered substrates, and (d) avoid the generation of heavy metal or corrosive waste.

A facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis(trifluoromethylsulfonyl)imide salts via the telescopic process

The preparation of aryl iodides in a telescopic reaction using tert-butyl nitrite as a diazotization reagent and a mixture of bis(trifluoromethane) sulfonamide and glacial acetic acid as a mild acidic agent in ethanol followed by iododediazoniation with tetraethylammonium iodide in water was investigated. The current method has other advantages such as minimized waste by avoiding solvent for the purification of products in diazotization step, simple experimental procedure, and good yield of the sterically hindered aryl amines, metal and strong acid-free waste and environmentally benign conditions. The noteworthy features of this study are the preparation of stable arenediazonium bis(trifluoromethylsulfonyl)imide salts that can be used with no significant loss activity after 1?week and bis(trifluoromethane)sulfonamide was recovered in high yields from reactions.

Cu-catalyzed fluorination of diaryliodonium salts with KF

A mild Cu-catalyzed nucleophilic fluorination of unsymmetrical diaryliodonium salts with KF is described. This protocol preferentially fluorinates the smaller aromatic ligand on iodine(III). The reaction exhibits a broad substrate scope and proceeds with high chemoselectivity and functional group tolerance. DFT calculations implicate a CuI/CuIII catalytic cycle.