5326-39-6

Basic information

• Product Name: 4-IODO-3-NITROTOLUENE
• Synonyms: 1-(2-hydroxy-5-methoxyphenyl)-N,N,N-trimethylmethanaminium iodide;4-IODO-3-NITROTOLUENE;1-IODO-4-METHYL-2-NITROBENZENE;4-IODO-3-NITROTOLUENE 97%;1-Iodo-2-nitro-4-methylbenzene;3-nitro-4-iodotoluene;4-Iodo-3-nitrotoluene,97%;3-nitro-4-iodotoluol
• CAS NO: 5326-39-6
• Molecular Formula: C₇H₆INO₂
• Molecular Weight: 263.03
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Halogen toluene;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 5326-39-6.mol
• Article Data: 15

Chemical Properties

• Melting Point: 53-56 °C(lit.)
• Boiling Point: 111°C 1mm
• Flash Point: 110 °C
• Appearance: Orange-brown/Glistening Powder
• Density: 1.8886 (estimate)
• Vapor Pressure: 0.00213mmHg at 25°C
• Refractive Index: 1.643
• Storage Temp.: Refrigerated.
• Solubility: soluble in Methanol
• CAS DataBase Reference: 4-IODO-3-NITROTOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-IODO-3-NITROTOLUENE(5326-39-6)
• EPA Substance Registry System: 4-IODO-3-NITROTOLUENE(5326-39-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39-22
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 5326-39-6(Hazardous Substances Data)

Usage

Description

4-IODO-3-NITROTOLUENE is an organic compound with the chemical formula C7H6I2NO2. It is an orange-brown glistening powder that can be synthesized from 4-amino-3-nitrotoluene using the procedure described by Carlin and Foltz. 4-IODO-3-NITROTOLUENE serves as an important intermediate in the synthesis of various organic compounds and has potential applications in different industries.

Uses

1. Chemical Synthesis:
4-IODO-3-NITROTOLUENE is used as a chemical intermediate for the preparation of other organic compounds, such as:
a) 3-Cyano-4-iodotoluene: 4-IODO-3-NITROTOLUENE is used in the synthesis of various organic molecules and pharmaceuticals.
b) 4,6′-Dimethyl-2,2′-dinitrobiphenyl: 4-IODO-3-NITROTOLUENE finds applications in the field of organic chemistry and material science.
c) Bis(2-nitro-4-methylphenyl) sulfide: 4-IODO-3-NITROTOLUENE is used in the synthesis of various organic molecules and has potential applications in the chemical industry.
2. Pharmaceutical Industry:
4-IODO-3-NITROTOLUENE, due to its unique chemical structure, may have potential applications in the development of new drugs and pharmaceuticals. Its reactivity and functional groups can be exploited to design and synthesize novel therapeutic agents.
3. Material Science:
In the field of material science, 4-IODO-3-NITROTOLUENE can be used as a building block for the development of new materials with specific properties, such as improved stability, reactivity, or selectivity.
4. Research and Development:
4-IODO-3-NITROTOLUENE can be used as a research compound for studying various chemical reactions and mechanisms, as well as for the development of new synthetic methods and techniques.

InChI:InChI=1/C7H6INO2/c1-5-2-3-6(8)7(4-5)9(10)11/h2-4H,1H3

Upstream product

• 89-62-3 4-methyl-2-nitroaniline 
• 624-31-7 4-tolyl iodide 
• 27329-27-7 4-methyl-2-nitrobenzoic acid 

Downstream Products

• 260562-18-3 (4'-methoxy-2'-nitrophenyl)-(4-methyl-2-nitrophenyl)amine 
• 2436-96-6 1-nitro-2-(2-nitrophenyl)benzene 
• 35883-87-5 4,4'-dimethyl-2,2'-dinitrobiphenyl 
• 106164-07-2 4-methyl-2,2'-dinitrobiphenyl 
• 911051-48-4 6-methyl-2-(p-tolyl)-1H-indole 
• 1037492-84-4 C₁₆H₁₃NO₂ 
• 143697-03-4 2-nitro-4-methylphenylboronic acid 
• 852317-13-6 (S)-N-[4-methyl-2-nitrophenyl]-S-methyl-S-phenylsulfoximine 
• 27329-27-7 4-methyl-2-nitrobenzoic acid 
• 99558-06-2 Diethyl-[2-(4-methyl-2-nitro-phenylethynyl)-benzyl]-amine 
• 142911-05-5 4-dichloroiodanyl-3-nitro-toluene 
• 13194-69-9 2-iodo-5-methylaniline 
• 75459-85-7 bis-(4-methyl-2-nitro-phenyl)-sulfide 

Relevant articles and documents

Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols

We herein report Cu mediated side-directed dehydroxyalkylative halogenation of aryl alcohols. C(aryl)-C bonds of aryl alcohols were effectively cleaved, affording the corresponding aryl chlorides, bromides and iodides in excellent yields. Aryl alcohols could serve as both aromatic electrophilic and radical synthetic equivalents during the reaction.

Base-Promoted Aerobic Oxidation/Homolytic Aromatic Substitution Cascade toward the Synthesis of Phenanthridines

The current protocol represents a transition metal-free synthesis of polysubstituted phenanthridines from abundant starting materials like benzhydrol and 2-iodoaniline derivatives. The reaction involves sequential oxidation of alcohol and direct condensation reaction with the amine resulting in a C?N bond formation followed by a radical C?C coupling in a cascade sequence. The used base potassium tert-butoxide plays a dual role in dehydrogenation and homolytic aromatic substitution reaction. Using this methodology, twenty substituted phenanthridine derivatives were synthesized with up to 85% isolated yield. (Figure presented.).

A new regiospecific synthesis method of 1H-pyrazolo[3,4-b]quinoxalines – Potential materials for organic optoelectronic devices, and a revision of an old scheme

A series of 6-substituted-1,3-diphenyl-1H-pyrazolo[3,4-b]quinoxalines were prepared using a new synthetic pathway: reductive cyclization of appropriate 5-(o-nitrophenyl)-pyrazoles with ferrous oxalate or triphenylphosphine. The main advantage of this procedure is that, contrary to the older protocols of pyrazolo[3,4-b]quinoxaline synthesis, this method allows for a substituent to be introduced to the carbocyclic ring without the formation of isomers. The pyrazole ring can also be modified to some extent. Furthermore, we propose a new mechanism for the oldest reported pyrazolo[3,4-b]quinoxaline synthesis, based on the condensation between o-phenylenediamine and 3,4-pyrazolin-5-diones.