24154-37-8

Basic information

• Product Name: 2,4,6-TRIIODO-PHENYLAMINE
• Synonyms: 2,4,6-TRIIODO-PHENYLAMINE;2,4,6-TRIIODOBENZENAMINE
• CAS NO: 24154-37-8
• Molecular Formula: C₆H₄I₃N
• Molecular Weight: 470.82
• Mol File: 24154-37-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 188 °C
• Boiling Point: 417.4 °C at 760 mmHg
• Flash Point: 206.2 °C
• Appearance: /
• Density: 2.981 g/cm³
• Vapor Pressure: 3.56E-07mmHg at 25°C
• Refractive Index: 1.827
• PKA: -0.32±0.10(Predicted)
• CAS DataBase Reference: 2,4,6-TRIIODO-PHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRIIODO-PHENYLAMINE(24154-37-8)
• EPA Substance Registry System: 2,4,6-TRIIODO-PHENYLAMINE(24154-37-8)

Safety Data

• Hazardous Substances Data: 24154-37-8(Hazardous Substances Data)

Usage

General Description

2,4,6-TRIIODO-PHENYLAMINE is a chemical compound with the molecular formula C6H4I3NH2. It is a derivative of aniline and is primarily used in the synthesis of pharmaceuticals, dyes, and other organic compounds. It has three iodine atoms attached to the benzene ring, making it a triiodo-phenylamine. 2,4,6-TRIIODO-PHENYLAMINE is often used as a reagent in organic chemistry to introduce iodine atoms into other organic molecules. Additionally, it has some potential applications in the field of medicinal chemistry due to its unique structure and properties. However, it is important to handle this compound with care as it can be toxic and should be used in a controlled laboratory setting.

InChI:InChI=1/C6H4I3N/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,10H2

Upstream product

• 62-53-3 aniline 
• 89-52-1 o-acetylamino-benzoic acid 
• 7790-99-0 Iodine monochloride 
• 473-34-7 N,N-dichloro-p-toluenesulfonamide 
• 64-19-7 acetic acid 
• 7647-01-0 hydrogenchloride 
• 5326-47-6 2-amino-5-iodobenzoic acid 
• 10034-85-2 hydrogen iodide 
• 64448-33-5 nitro-benzene; compound with aluminium chloride 
• 540-37-4 p-aminoiodobenzene 
• 615-43-0 2-iodophenylamine 

Downstream Products

• 121406-54-0 2,4,6-triiodo-N,N-dimethyl-aniline 
• 626-44-8 1,3,5-Triiodobenzene 
• 57830-61-2 2-chloro-1,3,5-triiodo-benzene 
• 861550-57-4 2-bromo-1,3,5-triiodo-benzene 
• 409316-94-5 2,4,6-triiodo-phenyl isocyanate 
• 89976-34-1 acetic acid-(2,4,6-triiodo-anilide) 
• 95096-33-6 1,3,5-Triiodo-2-isothiocyanato-benzene 
• 1203-92-5 2.4.6-Trijod-1-dimethylaminomethylenamino-benzol 
• 147-82-0 2,4,6-tribromoaniline 
• 634-92-4 1,2,3,5-tetraiodobenzene 
• 135-70-6 p-quaterphenyl 
• 1166-18-3 meta-quaterphenyl 
• 1165-57-7 2,3'-diphenylbiphenyl 
• 5660-37-7 2',2''-diphenyl-m-terphenyl 

Relevant articles and documents

Synthesis of diiodo- and triiodoanilines by iodination of aniline with potassium dichloroiodate and preparation of 1,3,5-triiodobenzene

A new chemoselective procedure was developed for the synthesis of 2,4,6-triiodoaniline and 2,4-diiodoaniline by the reaction of aniline with potassium dichloroiodate in dilute HCl. Subsequent deamination of 2,4,6-triiodoaniline afforded 1,3,5-triiodobenzene in good yield.

9 - Azabicyclo [3.3.1] nonane coupling [...] compound and its preparation method and use thereof (by machine translation)

The invention discloses a 9 - azabicyclo [3.3.1] nonane coupling [...] compound, its preparation method comprises the following steps: in the organic solvent, the 9 - nitrogen (6' - amino) oneself amidogen - 9 - 9 - azabicyclo [3.3.1] nonane - 3 α - alkyl amino formic acid benzene and chloro acetyl three iodo aniline derivatives in accordance with the 1: 1.0 - 1.5 molar ratio, for the catalysis of cesium hydroxide at room temperature reaction in the 20 - 30 the H, obtained as the product of the 9 - azabicyclo [3.3.1] nonane coupling [...] compound. The invention also discloses the use thereof: a contrast agent for early diagnosis of breast cancer. (by machine translation)

Ultrasound-promoted rapid and efficient iodination of aromatic and heteroaromatic compounds in the presence of iodine and hydrogen peroxide in water

A rapid and efficient ultrasound-promoted protocol for iodination of aromatic and heteroaromatic compounds, using molecular iodine in the presence of aqueous hydrogen peroxide in water without any cosolvent, has produced versatile iodinated organic molecules with potential application in organic synthesis and medicine in short reaction times and good to excellent yields. Copyright

A mild and convenient synthesis of 1,2,3-triiodoarenes via consecutive iodination/diazotization/iodination strategy

A mild and convenient synthesis of 1,2,3-triiodoarenes has been developed. This method consists of two steps which can be performed on multigram scale with moderate to excellent yields. This report discloses a practical synthesis of 1,2,3-triiodoarenes and 1,2,3-trihaloarenes that is general in scope, operationally simple, scalable, and is easy to workup and to purify. We also report the first regioselective transmetalation reaction of 1,2,3-triiodoarenes to provide ortho-diiodoaryl derivatives, which are useful building blocks and indeed are hard to make by other means. CSIRO 2013.