53663-23-3

Basic information

• Product Name: 1,2,3-triiodo-5-nitrobenzene
• Synonyms: 1,2,3-Triiodo-5-nitrobenzene; benzene, 1,2,3-triiodo-5-nitro-
• CAS NO: 53663-23-3
• Molecular Formula: C₆H₂I₃NO₂
• Molecular Weight: 500.799
• Mol File: 53663-23-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 410.5°C at 760 mmHg
• Flash Point: 202.1°C
• Density: 2.989g/cm³
• Vapor Pressure: 1.42E-06mmHg at 25°C
• Refractive Index: 1.798
• CAS DataBase Reference: 1,2,3-triiodo-5-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-triiodo-5-nitrobenzene(53663-23-3)
• EPA Substance Registry System: 1,2,3-triiodo-5-nitrobenzene(53663-23-3)

Safety Data

• Hazardous Substances Data: 53663-23-3(Hazardous Substances Data)

Usage

Description

1,2,3-Triiodo-5-nitrobenzene is a chemical compound with the molecular formula C6H2I3NO2. It is a nitrobenzene derivative featuring three iodine atoms and one nitro group attached to the benzene ring. This yellow-colored compound is known for its use in organic synthesis and the production of pharmaceuticals and dyes, but it is also recognized for its toxic and harmful properties if ingested or inhaled.

Uses

Used in Organic Synthesis:
1,2,3-Triiodo-5-nitrobenzene is used as a reagent for introducing iodine atoms into organic molecules, which is crucial for the synthesis of various complex organic compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 1,2,3-triiodo-5-nitrobenzene is utilized in the development and manufacturing of certain drugs, contributing to the medicinal properties of these products.
Used in Dye Production:
1,2,3-triiodo-5-nitrobenzene is also employed in the production of dyes, capitalizing on its yellow color to create pigments for various applications.
It is important to handle and dispose of 1,2,3-triiodo-5-nitrobenzene with caution due to its toxic nature, ensuring the safety of human health and the environment.

Upstream product

• 5398-27-6 2,6-diiodo-4-nitroaniline 
• 98-95-3 nitrobenzene 
• 636-98-6 p-nitrobenzene iodide 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 744215-77-8 1-(2,6-diiodo-4-nitro-phenoxy)-3-methoxy-benzene 
• 860734-40-3 1-(2,6-diiodo-4-nitro-phenylsulfanyl)-4-methoxy-benzene 
• 856060-74-7 (2,6-diiodo-4-nitro-phenyl)-p-tolyl sulfide 
• 106841-48-9 5-(2,6-diiodo-4-nitro-phenoxy)-2-methoxy-1,3-dimethyl-benzene 
• 573722-03-9 1-ethoxy-4-(2,6-diiodo-4-nitro-phenylsulfanyl)-benzene 
• 904808-96-4 O-(2.6-diiodo-4-nitro-phenyl)-N-benzoyl-L-tyrosine ethyl ester 
• 327-85-5 4-(2,6-diiodo-4-nitro-phenoxy)-2-fluoro-1-methoxy-benzene 
• 348-92-5 5-(2,6-diiodo-4-nitro-phenoxy)-1,3-difluoro-2-methoxy-benzene 
• 857578-52-0 5-(2,6-diiodo-4-nitro-phenoxy)-1,3-diiodo-2-(4-methoxy-phenoxy)-benzene 
• 108673-30-9 3,4,5-triiodoaniline 
• 744215-04-1 1-(2,6-diiodo-4-nitro-phenoxy)-2-methoxy-benzene 
• 123568-39-8 5-Nitro-1,2,3-tris-phenylethynyl-benzene 
• 123568-40-1 5-Nitro-1,2,3-tris-trimethylsilanylethynyl-benzene 
• 35122-96-4 3,5-diiodoaniline 

Relevant articles and documents

Directing the Self-Assembly Behaviour of Porphyrin-Based Supramolecular Systems

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Shape-Switchable Azo-Macrocycles

The synthesis of four shape-switchable macrocycles comprising different peripheral substituents is described. The macro- cycles 1-4 consist of m-terphenyl semicircles interlinked by two azo joints. These macrocycles were assembled from ni- tro-functionalized m-terphenyl moieties through reductive dimerization. The semicircles were assembled through Suzuki cross-coupling reactions. The molecular weights of the macrocycles were determined by vapour pressure osmome- try, because mass spectrometry failed in the cases of 2 and 3. The E - Z photoisomerization reactions were analysed by UV/Vis spectroscopy complemented by JH NMR studies. A very slow thermal back-reaction indicated considerable stabilization of the Z isomer. The reduced efficiency of the thermal back-reaction probably arises from the reduced degree of freedom due to the mechanical interlinking of the two azo groups. The photostationary state consisted of all-Z (85%) and all-E isomers (15 %). The E - Z transformation induced by irradiation displayed simple exponential kinetics, which indicates pairwise switching of the two azo groups in a macrocycle, at least on the timescale under investigation.