7745-92-8

Usage

Uses

Used in Pharmaceutical Industry:
2-Iodo-4-nitrotoluene is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique structure allows it to be a key component in the development of new medications, contributing to the advancement of pharmaceutical research and drug discovery.
Used in Chemical Synthesis:
In the chemical industry, 2-Iodo-4-nitrotoluene serves as a crucial intermediate in the synthesis of a wide range of chemical compounds. Its reactivity and structural properties make it a valuable building block for creating complex molecules with specific functions and applications.
Overall, 2-Iodo-4-nitrotoluene plays a significant role in both the pharmaceutical and chemical industries, acting as an essential intermediate in the development and synthesis of various products. Its unique properties and reactivity contribute to its widespread use and importance in these fields.

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

Upstream product

• 7745-93-9 2-bromo-4-nitrotoluene 
• 615-37-2 ortho-methylphenyl iodide 
• 99-55-8 2-methyl-5-nitroaniline 
• 99-99-0 1-methyl-4-nitrobenzene 

Downstream Products

• 29270-49-3 2-iodo-4,6-dinitrotoluene 
• 101257-14-1 6-Jod-3,4-dinitro-toluol 
• 99-55-8 2-methyl-5-nitroaniline 
• 108620-60-6 2'-carbomethoxy-2-methyl-5-nitro-diphenyl sulfide 
• 77324-87-9 methyl 2-methyl-5-nitrobenzoate 
• 98276-50-7 <5-Iod-2-nitro-4-methyl-phenyl>-hydrazin 
• 858846-58-9 2,6-dibromo-3-iodo-4-methyl-aniline 
• 858846-53-4 2,5-diiodo-4-methyl-aniline 
• 126116-24-3 4-(N,O-diacetyl-L-tyrosyl)amino-2-iodobenzoic acid 
• 126116-25-4 4-(N-acetyl-L-tyrosyl)amino-2-iodobenzoic acid 
• 73655-51-3 4-amino-2-iodobenzoic acid 
• 112391-34-1 4-nitro-2-iodosobenzoic acid 
• 89459-38-1 4-nitro-2-iodobenzoic acid 
• 318968-55-7 2-dichloroiodanyl-4-nitro-toluene; hydrochloride 

Relevant academic research and scientific papers

Rapid and efficient copper-catalyzed finkelstein reaction of (hetero)aromatics under continuous-flow conditions

A general, rapid, and efficient method for the copper-catalyzed Finkelstein reaction of (hetero)aromatics has been developed using continuous flow to generate a variety of aryl iodides. The described method can tolerate a broad spectrum of functional groups, including N-H and O-H groups. Additionally, in lieu of isolation, the aryl iodide solutions were used in two distinct multistep continuous-flow processes (amidation and Mg-I exchange/nucleophilic addition) to demonstrate the flexibility of this method.

Regioselective bromination and iodination of aromatic substrates promoted by trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane

Selective and efficient bromination and iodination of aromatic compounds by ammonium bromide and ammonium iodide, respectively, under promotion of trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane have been explored. Mild reaction conditions, high selectivity and yield, and high reaction rate are some of the major advantages of this synthetic method.

IBX-I2 redox couple for facile generation of IOH and I +: Expedient protocol for iodohydroxylation of olefins and iodination of aromatics

(Chemical Equation Presented) IBX is readily reduced to IBAin the presence of molecular iodine in DMSO to generate hypoiodous acid (IOH), which reacts with a variety of olefins as well as R, β-unsaturated ketones leading to their respective iodohydrins with anti stereochemistry. The same redox chemistry in acetonitrile containing TFA produces iodonium ions for facile iodination of a variety of aromatic compounds in respectable isolated yields.

Tetraalkylammonium dichloroiodates as iodinating agents: Absence of activity in solid phases and superelectrophilic activity in sulfuric acid

In contrast to published results, tetraalkylammonium dichloroiodates (Alk4N+ICl2-) cannot be iodinating reagents for arenes in solvent-free conditions. Nevertheless, tetraalkylammonium dichloroiodates in sulfuric acid solutions or in the presence of Ag 2SO4 in H2SO4 possess superelectrophilic properties and act as very convenient and efficient iodinating agents for deactivated arenes. Georg Thieme Verlag Stuttgart.

1,3-Diiodo-5,5-dimethylhydantoin-An efficient reagent for iodination of aromatic compounds

1,3-Diiodo-5,5-dimethylhydantoin in organic solvents successfully iodinates alkylbenzenes, aromatic amines, and phenyl ethers. The reactivity of electrophilic iodine is controlled by acidity of the medium. Superelectrophilic iodine generated upon dissolution of 1,3-diiodo-5,5-dimethylhydantoin in sulfuric acid readily reacts with electron-deficient arenes at 0 to 20°C with formation of the corresponding iodo derivatives in good yields. The structure of electrophilic iodine species generated from 1,3-diiodo-5,5- dimethylhydantoin in sulfuric acid is discussed.

Superactivity and dual reactivity of the system N-iodosuccinimide-H 2SO4 in the iodination of deactivated arenes

Dissolution of N-iodosuccinimide in sulfuric acid gives rise to electrophilic iodine-containing species which are capable of successfully iodinating aromatic compounds with electron-withdrawing substituents in the temperature range from 0 to 20°C. The iodination in sulfuric acid is effected by both protonated N-iodosuccinimide and IOS(O)(OH+)OH intermediate.

Oxidative iodination of deactivated arenes in concentrated sulfuric acid with I2/NaIO4 and KI/NaIO4 iodinating systems

Deactivated arenes were mono- or diiodinated with strong electrophilic I+ reagents, which were prepared from NaIO4 and either I2 or KI in concentrated H2SO4 (minimum 95% by weight). In general a small excess of the dark brown iodinating solution was used (1.1/1.5 equivalents, for nitrobenzene two equivalents was required). The iodinations were conducted at 25-30 °C with a reaction time of 1-2 hours using either a 'direct' or an 'inverse' method of aromatic iodination to give mono- or diiodinated pure products in 31-91% optimized yields. Georg Thieme Verlag Stuttgart.

Eco-friendly oxidative iodination of various arenes with sodium percarbonate as the oxidant http://www.mdpi.org

Six easy laboratory procedures are presented for the oxidative iodination of various aromatics, mostly arenes, with either molecular iodine or potassium iodide (used as the sources of iodinating species, I+ or I 3+), in the presence of sodium percarbonate (SPC), a stable, cheap, easy to handle, and eco-friendly commercial oxidant.

A Novel Aromatic Iodination Method, with Sodium Periodate Used as the Only Iodinating Reagent

Benzene, halobenzenes and some deactivated arenes readily reacted in anhydrous NaIO4/AcOH/Ac2O/concd. H2SO4 mixtures to afford, after quenching with excess aqueous Na2SO3 solution (a reducing agent), purified iodinated products in 27-88 percent yields. This novel method of aromatic iodination is simple, fairly effective and environmentally safe.