5446-05-9

Usage

Uses

Used in Organic Synthesis:
1-IODO-2-NITRO-4-CHLOROBENZENE is used as a chemical intermediate for the synthesis of various organic compounds. Its unique structure with halogenated and nitro groups allows for versatile reactions and transformations, making it a valuable component in the development of new organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-IODO-2-NITRO-4-CHLOROBENZENE is utilized as a key building block for the synthesis of various pharmaceutical agents. Its presence in the molecular structure can impart specific properties, such as increased lipophilicity or reactivity, which can be beneficial for drug design and optimization.
Used in Research and Development:
1-IODO-2-NITRO-4-CHLOROBENZENE is employed as a research compound in academic and industrial laboratories. Its unique structure and reactivity make it an interesting candidate for exploring new synthetic routes, reaction mechanisms, and the development of novel organic compounds with potential applications in various fields.
Used in Chemical Intermediates Production:
1-IODO-2-NITRO-4-CHLOROBENZENE is used as a starting material for the production of various chemical intermediates. These intermediates can be further processed or modified to obtain target compounds with specific properties and applications in different industries, such as agrochemicals, dyes, and polymers.

InChI:InChI=1/C6H3ClINO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H

Upstream product

• 106-46-7 para-dichlorobenzene 
• 787633-79-8 (R,S)-1-(4-chloro-2-nitrophenyl)ethanol 
• 6280-88-2 4-chloro-2-nitro-benzoic acid 
• 71-43-2 benzene 

Downstream Products

• 6828-35-9 5-chloro-2-iodoaniline 
• 252349-28-3 (+/-)-ethyl-2-(5-chloro-2-iodo-phenylamino)-pent-4-enoate 
• 252349-29-4 (+/-)-ethyl-2-(5-chloro-2-iodo-phenylamino)-4-oxo-butyrate 
• 294626-52-1 6-ethyl-(+/-)-(E)-5-(5-chloro-2-iodo-phenylamino)-hex-2-endioic acid 
• 294626-47-4 (+/-)-ethyl-6-(E)-5-(5-chloro-2-iodo-phenylamino)-hex-2-enoate-1-tert-butylester 
• 294626-51-0 (+/-)-ethyl-(E)-7-chloro-4-(phenylcarbamoylmethylene)-1,2,3,4-tetrahydro-quinoline-2-carboxylate 
• 1038400-17-7 2-(4-chloro-2-nitrobenzyl)imidazo[1,2-a]pyridine 
• 1079437-49-2 C₁₆H₁₀ClN₃O₂S 
• 1219744-23-6 1-allyl-4-chloro-2-nitrobenzene 
• 1333392-00-9 2-azido-4-chloro-1-(hept-1-yn-1-yl)benzene 
• 1333392-23-6 2-azido-4-chloro-1-(phenylethynyl)benzene 
• 1333391-74-4 6-chloro-2-pentyl-(1-phenylallyl)indolin-3-one 

Relevant academic research and scientific papers

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.

Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions

Versatile and practical Ag/Cu-mediated decarboxylative halogenation between readily available aryl carboxylic acids and abundant NaX (X = I, Br, Cl) has been achieved under aerobic conditions in moderate to good yields. The halodecarboxylation is shown to be an effective strategy for S-containing heteroaromatic carboxylic acid and benzoic acids with nitro, chloro and methoxyl substituents at the ortho position. A gram-scale reaction and a three-step procedure to synthesize iniparib have been performed to evaluate the practicality of this protocol. A preliminary mechanistic investigation indicates that Cu plays a vital role and a radical pathway is involved in the transformation.

Synthetic method of aryl halide taking aryl carboxylic acid as raw material

A synthetic method of an aryl halide taking aryl carboxylic acid as a raw material is characterized in that a corresponding aryl halide is formed by carrying out substitution reaction on an aryl carboxylic acid compound and haloid salt MX in an organic solvent under the condition that oxygen, a silver catalyst, a copper additive and a bidentate nitrogen ligand exist, wherein M in MX represents alkali metal or alkaline earth metal, and X represents F, Cl, Br or I. Compared with a conventional aryl halide synthetic method, the synthetic method disclosed by the invention has the obvious advantages that reaction raw materials (comprising aryl carboxylic acid and MX) are cheap and easy to obtain, the using amount of a metal catalyst is small, pollution to the environment when the oxygen is used as an oxidant is the smallest, good tolerance to various functional groups on an aromatic ring is obtained, the yield is high, and the like. The synthetic method disclosed by the invention can be widely applied to synthesis in the fields of medicine, materials, natural products and the like in industry and academia.

Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions

Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)6 under an oxygen atmosphere for the first time.