160938-18-1

Basic information

• Product Name: 4-chloro-2-iodo-1-nitrobenzene
• Synonyms: 4-chloro-2-iodo-1-nitrobenzene;Benzene, 4-chloro-2-iodo-1-nitro-
• CAS NO: 160938-18-1
• Molecular Formula: C₆H₃ClINO₂
• Molecular Weight: 283.45
• Mol File: 160938-18-1.mol

Chemical Properties

• Boiling Point: 309.263°C at 760 mmHg
• Flash Point: 140.838°C
• Appearance: /
• Density: 2.095g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.671
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-chloro-2-iodo-1-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-2-iodo-1-nitrobenzene(160938-18-1)
• EPA Substance Registry System: 4-chloro-2-iodo-1-nitrobenzene(160938-18-1)

Safety Data

• Hazardous Substances Data: 160938-18-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-chloro-2-iodo-1-nitrobenzene is used as a building block in the synthesis of more complex organic molecules. Its unique structure, with a chlorine, iodine, and nitro group attached to the benzene ring, provides versatility in chemical reactions, allowing for the formation of a wide range of compounds with diverse properties and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-chloro-2-iodo-1-nitrobenzene is used as an intermediate in the synthesis of various drugs and pharmaceutical compounds. Its presence in the molecular structure can influence the pharmacological properties, such as solubility, stability, and bioavailability, of the final product.
Used in Chemical Research:
4-chloro-2-iodo-1-nitrobenzene is utilized in chemical research as a model compound to study the effects of different functional groups on the properties and reactivity of organic molecules. Researchers can use 4-chloro-2-iodo-1-nitrobenzene to investigate the influence of the chlorine, iodine, and nitro groups on the benzene ring's chemical behavior and to develop new synthetic methods and strategies.
Used in Material Science:
In the field of material science, 4-chloro-2-iodo-1-nitrobenzene can be used as a precursor for the development of novel materials with specific properties. Its unique structure can contribute to the formation of materials with tailored characteristics, such as improved thermal stability, electrical conductivity, or optical properties, depending on the desired application.

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

Upstream product

• 1635-61-6 5-chloro-2-nitroaniline 
• 611-06-3 2,4-dichloronitrobenzene 
• 554-00-7 2,4-Dichloroaniline 
• 541-73-1 1,3-Dichlorobenzene 
• 616-43-3 3-methylpyrrole 
• 63860-31-1 2-bromo-4-chloro-1-nitrobenzene 
• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 2516-95-2 5-chloro-2-nitrobenzoic acid 

Downstream Products

• 96994-74-0 5-chloro-2-nitro-N,N-dimethylaniline 
• 19036-42-1 5,5'-dichloro-2,2'-dinitro-1,1'-biphenyl 
• 927962-30-9 methyl 5-(5-chloro-2-nitrophenyl)pent-4-ynoate 
• 1219744-20-3 C₉H₈ClNO₂ 
• 927962-32-1 methyl 5-[2-(benzenesulfonamido)-5-chlorophenyl]pent-4-ynoate 
• 927962-84-3 methyl 6-[2-(benzenesulfonamido)-5-chlorophenyl]hex-5-ynoate 
• 927963-03-9 methyl 7-[2-(benzenesulfonamido)-5-chlorophenyl]hept-6-ynoate 
• 927963-30-2 methyl 6-[2-(1,3-benzodioxol-5-ylsulfonylamino)-5-chlorophenyl] hex-5-ynoate 
• 927962-89-8 6-[5-Chloro-2-[(2-naphthalenylsulfonyl)amino]phenyl]-5-hexynoic acid methyl ester 
• 927962-93-4 6-[5-Chloro-2-[(1-naphthalenylsulfonyl)amino]phenyl]-5-hexynoic acid methyl ester 
• 927963-17-5 methyl 6-[5-chloro-2-[(2-methyl-1,3-benzothiazol-6-yl)sulfonylamino]phenyl]hex-5-ynoate 

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.

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.

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.

Highly stereoselective 7-endo-trig /ring contraction cascade to construct pyrrolo[1,2- a ]quinoline derivatives

With the cooperation of Cram's phenonium ion, a novel cascade reaction was illustrated to construct pyrrolo[1,2-a]quinolines as a sole diastereoisomer in good to excellent yields. Preliminary mechanistic studies revealed that the γ-lactam ring and electron-rich arene are important driving forces for ring contraction.

Synthetic study on tetrapetalones: Stereoselective cyclization of N-acyliminium ion to construct substituted 1-benzazepines

The synthesis of the tetracyclic core of complex antibiotic tetrapetalones has been achieved In three steps starting from the simple Intermediate γ-hydroxy amide, which can be accessed through a high-yielding six-step sequence. The successful synthesis relies on a novel strategy based on the N-acyliminium ion cyclizatlon.

Applicability aspects of transition metal-catalyzed aromatic amination protocols in medicinal chemistry

The application of palladium- and coppercatalyzed reactions for the aromatic amination of pharmacologically relevant scaffolds is investigated. The focus is set on the scope of several protocols for the introduction of amines of broad structural diversity, allowing for the synthesis of numerous derivatives of one biological hit structure for screening in biological assay systems. Thus, attaining optimized yields and TONs had not a major priority, most important were practical aspects, that is no further purification and drying of reagents and solvents had to be envisaged, ideally only a few transition metalbased protocols had to be applied for synthesizing structurally diverse compounds in sufficient amounts (several milligrams) for screening without any finetuning of conditions and catalytic systems.

Efficient one-pot transformation of aminoarenes to haloarenes using halodimethylisulfonium halides generated in situ

Halodimethylsulfonium halide 1, which is readily formed in situ from hydrohaloic acid and DMSO, is a good nucleophilic halide. This activated nucleophilic halide rapidly converts aryldiazonium salt prepared in situ by the same hydrohaloic acid and nitrite ion to aryl chlorides, bromides, or iodides in good yield. The combined action of nitrite ion and hydrohaloic acid in DMSO is required for the direct transformation of aromatic amines, which results in the production of aryl halides within 1 h. Substituted compounds with electron-donating or -withdrawing groups or sterically hindered aromatic amines are also smoothly transformed to the corresponding aromatic halides. The only observed by-product is the deaminated arene (usually 7%). The isolated aryldiazonium salts can also be converted to the corresponding aryl halides using 1. The present method offers a facile, one-step procedure for transforming aminoarenes to haloarenes and lacks the environmental pollutants that usually accompany the Sandmeyer reaction using copper halides.

Benzoic acid derivatives, processes for producing the same and drugs containing the same as the active ingredient

An agent comprising the benzoic acid of formula (I) , wherein A, B, R6, R7 are carbocyclic ring, heterocyclic ring, etc.; R1 is hydroxy etc.; R2, R3, R4 are alkyl etc.; R5, D, E are alkylene, etc.; G is oxygen etc., as active ingredient. The compound of formula (I) is considered to be useful for the treatment and/or prophylaxis of bone diseases, cancer, systemic granuloma, immunological diseases, allergy, atopy, asthma, gumboil, gingivitis, periodontitis, neurocyte death, Alzheimer's diseases, lungs injury, pulmopathy, acute hepatitis, nephritis, myocardial ischemia, Kawasaki disease, ambustion, ulcerative colitis, Crohn's disease, multiple organ failure, sleeping disorder, platelet aggregation, etc.

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4, 5, 6 or 7 Aryl substituted indenyl acetic acids and pharmaceutically acceptable salts, amides and esters thereof. The 4, 5, 6 or 7 aryl substituted indenyl acetic acids have anti-inflammatory, anti-pyretic and analgesic activity. The invention also includes methods for the preparation of these compounds, pharmaceutical compositions and methods of treating inflammation by administering these particular compounds to patients.