6324-50-1

Basic information

• Product Name: 2,4,6-Trichloroiodobenzene
• Synonyms: 1,3,5-TRICHLORO-2-IODOBENZENE;1-IODO-2,4,6-TRICHLOROBENZENE;2-Iodo-1,3,5-trichlorobenzene;2,4,6-Trichloro-1-iodobenzene;Benzene,1,3,5-trichloro-2-iodo-;BUTTPARK 50\07-79;2,4,6-TRICHLOROIODOBENZENE
• CAS NO: 6324-50-1
• Molecular Formula: C₆H₂Cl₃I
• Molecular Weight: 307.34
• Mol File: 6324-50-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 56 °C
• Boiling Point: 297.5°C at 760 mmHg
• Flash Point: 133.7°C
• Appearance: /
• Density: 2.085g/cm³
• Vapor Pressure: 0.00238mmHg at 25°C
• Refractive Index: 1.651
• Sensitive: Light Sensitive
• BRN: 1868441
• CAS DataBase Reference: 2,4,6-Trichloroiodobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-Trichloroiodobenzene(6324-50-1)
• EPA Substance Registry System: 2,4,6-Trichloroiodobenzene(6324-50-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 6324-50-1(Hazardous Substances Data)

Usage

Description

2,4,6-Trichloroiodobenzene, also known as TCI, is a chlorinated iodobenzene compound with the chemical formula C6H2Cl3I. It is a highly reactive chemical compound known for its use in various organic synthesis reactions, such as cross-coupling and nucleophilic substitution. Due to its toxicity and potential hazards, TCI requires careful handling and storage. It is also recognized for its environmental impact as a persistent organic pollutant, which is subject to regulations and restrictions in many countries.

Uses

Used in Organic Synthesis:
2,4,6-Trichloroiodobenzene is used as a reagent in organic synthesis for its high reactivity in cross-coupling reactions and nucleophilic substitution reactions. Its unique properties make it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2,4,6-Trichloroiodobenzene is used as an intermediate in the production of various drugs. Its reactivity and versatility contribute to the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemical Manufacturing:
2,4,6-Trichloroiodobenzene is utilized as an intermediate in the synthesis of agrochemicals, which are essential for crop protection and enhancement of agricultural productivity. Its role in this industry highlights its importance in developing effective and safe agrochemical products.
Used in Dye and Specialty Chemicals Production:
TCI is also employed in the manufacture of dyes and other specialty chemicals, where its unique chemical properties contribute to the creation of high-quality and specialized products for various applications.

InChI:InChI=1/C6H2Cl3I/c7-3-1-4(8)6(10)5(9)2-3/h1-2H

Upstream product

• 108-70-3 1,3,5-trichlorobenzene 
• 401631-89-8 C₁₀H₁₂Cl₃N₃ 
• 64-19-7 acetic acid 
• 634-93-5 2,4,6-trichloroaniline 
• 60-29-7 diethyl ether 
• 861530-02-1 1,3,5-trichloro-2-iodosyl-benzene 

Downstream Products

• 6284-83-9 1,3,5-trichloro-2,4-dinitrobenzene 
• 1351601-22-3 3-(2,4,6-trichloro-phenyl)-prop-2-yn-1-ol 
• 1351601-14-3 1-hydroxy-3-(2,4,6-trichloro-phenyl)-propan-2-one 
• 1351601-23-4 2-dodecylsulfanyl-3-(2,4,6-trichloro-phenyl)-prop-2-en-1-ol 
• 89988-08-9 1,2-bis(2,4,6-trichlorophenyl) disulfide 
• 152174-09-9 1,3,5-trichloro-2-ethynylbenzene 
• 1586030-72-9 1,3,5-trichloro-2-(phenylethynyl)benzene 
• 1351601-20-1 1-fluoro-3-(2,4,6-trichloro-phenyl)-propan-2-one O-methyl-oxime 
• 1351601-16-5 1-hydroxy-3-(2,4,6-trichloro-phenyl)-propan-2-one O-methyl-oxime 
• 1351601-03-0 5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxylic acid [1-fluoromethyl-2-(2,4,6-trichlorophenyl)-ethyl]-methoxy-amide 
• 1351601-02-9 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid [1-fluoromethyl-2-(2,4,6-trichlorophenyl)-ethyl]-methoxy-amide 
• 1351601-01-8 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [1-fluoromethyl-2-(2,4,6-trichlorophenyl)-ethyl]-methoxy-amide 
• 1351601-06-3 N-[1-fluoromethyl-2-(2,4,6-trichlorophenyl)-ethyl]-O-methyl-hydroxylamine 

Relevant articles and documents

Late stage iodination of biologically active agents using a one-pot process from aryl amines

A simple and effective one-pot tandem procedure that generates aryl iodides from readily available aryl amines via stable diazonium salts has been developed. The operationally simple procedure and mild conditions allow late-stage iodination of a wide range of aryl compounds bearing various functional groups and substitution patterns. A novel synthetic strategy involving the preparation of nitroaryl compounds followed by a chemoselective tin(ii) dichloride reduction and the use of the one-pot diazotisation-iodination transformation was also developed. The general applicability of this approach was demonstrated with the preparation of a number of medicinally important compounds including CNS1261, a SPECT imaging agent of the N-methyl-d-aspartate (NMDA) receptor and IBOX, a compound used to detect amyloid plaques in the brain.

PYRAZOLECARBOXAMIDE DERIVATIVES AND THEIR USE AS MICROBIOCIDES

Compounds of Formula (I) wherein R1 is C1-C4alkyl or C1-C4 haloalkyl; R2 is C1-C4alkyl; R3 is hydrogen or halogen; R4 is hydrogen, C1-C4alkyl or C1-C4halogenalkyl; R5 is hydrogen, halogen, C1-C4alkyl or C1-C4halogenalkyl; R6 is hydrogen, halogen, C1-C4alkyl, C2-C6alkenyl or C3-C6alkinyl; R7 is hydrogen, halogen, C1-C6alkyl, C2-C6alkenyl, C3-C6alkinyl, C3-C6cycloalkyl-C3-C6alkinyl, halophenoxy, halophenyi, C1-C6haloalkyl, C1-C6haloakoxy, C2-C6haloalkenyl, or C2-C6haloalkenyloxy; R8 is hydrogen, halogen, C1-C4alkyl, C2-C6alkenyl or C3-C6alkinyl; with the provisio that at least one of R6, R7 and R8 is different from hydrogen; n is 0 or 1, are suitable for use as microbriocides.

Iodination of aryl amines in a water-paste form via stable aryl diazonium tosylates

The diazotization of aryl amines at room temperature in paste form with NaNO2, p-TsOH and a small amount of water, followed by treatment with KI provides a new, simple, and effective route for the preparation of various aryl iodides. The water-paste and strong acid-free reaction conditions are environmentally friendly and compatible with acid-sensitive functional groups.