615-42-9

Usage

Uses

1. Used in the Suzuki Reaction:
1,2-Diiodobenzene is used as a reactant in the Suzuki reaction, a widely employed cross-coupling reaction in organic chemistry. This reaction involves the formation of carbon-carbon bonds, which are crucial for the synthesis of various complex organic molecules, including pharmaceuticals and advanced materials.
2. Used in the Synthesis of Purino[8,9-f] Phenanthridines:
1,2-Diiodobenzene serves as a key intermediate in the synthesis of purino[8,9-f] phenanthridines, a class of compounds with potential applications in medicinal chemistry and drug discovery.
3. Used as a Precursor for the Synthesis of Active Pharmaceutical Ingredients (APIs) Intermediate:
Due to its unique chemical properties, 1,2-diiodobenzene is used as a precursor in the synthesis of intermediates for active pharmaceutical ingredients. These intermediates are essential building blocks for the development of new drugs and therapies.
4. Used in the Chemical Industry:
1,2-Diiodobenzene is utilized in various chemical processes and reactions within the chemical industry, contributing to the production of a wide range of products, from specialty chemicals to advanced materials.

InChI:InChI=1/C6H4I2/c7-5-3-1-2-4-6(5)8/h1-4H

Upstream product

• 615-43-0 2-iodophenylamine 
• 95-54-5 1,2-diamino-benzene 
• 1608-42-0 benzenedizolium-2-carboxylate 
• 17151-09-6 1,2-bis(trimethylsilyl)benzene 
• 1488-42-2 Diphenyliodonium-2-carboxylate 
• 591-50-4 iodobenzene 
• 71-43-2 benzene 
• 108-95-2 phenol 
• 13960-76-4 2-Iod-N-nitroso-N-acetyl-anilin 
• 16156-44-8 o-Iod-benzoyliodid 
• 1614-12-6 1H-1,2,3-benzotriazol-1-amine 
• 98-88-4 benzoyl chloride 
• 19591-17-4 o-iodoacetanilide 
• 609-67-6 2-Iodobenzoyl chloride 

Downstream Products

• 197-40-0 13,14-Diarsatriptycen 
• 116510-05-5 1,2-bis(1-hydroxy-4-pentyn-5-yl)benzene 
• 1486-01-7 biphenyl-d10 
• 78486-57-4 1,2-di(phenyl-d5)benzene 
• 92-52-4 biphenyl 
• 135-70-6 p-quaterphenyl 
• 5660-43-5 4,4''-diphenyl-o-terphenyl 
• 73178-18-4 C₂₀H₁₈I₂O₇S₂ 
• 217-59-4 triphenylene 
• 641-96-3 2,2'-diphenylbiphenyl 
• 78600-32-5 2-iodo-N,N-diphenylaniline 
• 92-06-8 1,3-diphenylbenzene 
• 1166-18-3 meta-quaterphenyl 
• 3761-39-5 3,3''-diphenyl-o-terphenyl 

Relevant academic research and scientific papers

Generation of Organozinc Reagents from Arylsulfonium Salts Using a Nickel Catalyst and Zinc Dust

Readily available aryldimethylsulfonium triflates react with zinc powder under nickel catalysis via the selective cleavage of the sp2-hybridized carbon-sulfur bond to produce salt-free arylzinc triflates under mild conditions. This zincation displays superb chemoselectivity and thus represents a protocol that is complementary or orthogonal to existing methods. The generated arylzinc reagents show both high reactivity and chemoselectivity in palladium-catalyzed and copper-mediated cross-coupling reactions.

Selective Vicinal Diiodination of Polycyclic Aromatic Hydrocarbons

Vicinally diiodinated polycyclic aromatic hydrocarbons (I2-PAHs) are accessible from the corresponding diborylated B2-PAHs through boron/iodine exchange. The B2-PAHs have been prepared via twofold electrophilic borylation reactions templated by a vicinally disilylated benzene. Our protocol is applicable to fluorenes, acenes, annulated acenes, oligoaryls, and even [5]helicene. Using B2-naphthalene as the example, we have shown that the reaction scope can, in principle, be expanded to include the synthesis of vicinally dibrominated and dihydroxylated PAHs. The usefulness of the building blocks provided by our method in the field of optoelectronic materials was demonstrated by the successful conversion of I2-fluoranthene to the analogous doubly alkynylated fluoranthene emitter.

Direct Transformation of Arylamines to Aryl Halides via Sodium Nitrite and N-Halosuccinimide

A one-pot universal approach for transforming arylamines to aryl halides via reaction with sodium nitrite (NaNO2) and N-halosuccinimide (NXS) in DMF at room temperature under metal- and acid-free condition is described. This new protocol that is complementary to the Sandmeyer reaction, is suggested to involve the in situ generation of nitryl halide induce nitrosylation of aryl amine to form the diazo intermediate which is halogenated to furnish the aryl halide.

Tetraflic acid (1,1,2,2-Tetrafluoroethanesulfonic acid, HC 2F4SO3H) and gallium tetraflate as effective catalysts in organic synthesis

Tetraflic acid offers ample acidity for various organic reactions that require high acidity. Its gallium(III) salt is an efficient catalyst under mild condtions for synthetic transformations such as the ketonic Strecker reaction for the synthesis of fluorinated α-amino nitriles and condensation- cyclzation reactions using suitable fluoro ketones and 1,2-disubstituted benzenes for the direct preparation of 5-membered or 6-membered fluorinated heterocycles. Copyright

Aryne Insertion into I-I σ-Bonds

A new protocol for the efficient synthesis of o-diiodoarenes has been developed. This method allows the synthesis of substituted and polycyclic o-diiodoarenes, which are difficult to obtain by classical methods. This diiodination process involves the formal insertion of arynes into the I-I σ-bond.

Superelectrophilic iodination of deactivated arenes with triiodoisocyanuric acid

The reaction of triiodoisocyanuric acid (TICA) with deactivated arenes in acidic medium led to the efficient and regioselective formation of the corresponding iodoarenes, in 55-88% isolated yield. The acidity of the medium was found to be the most important factor influencing the electrophilic iodination of weakly nucleophilic substrates by TICA. Georg Thieme Verlag Stuttgart New York.

PROCESS FOR PREPARING IODINATED AROMATIC COMPOUNDS

The present invention relates to a process for preparing iodinated aromatic compounds. Particularly, the present invention comprises the step of performing the iodination of a non-halogenated aromatic compound, a monoiodo aromatic compound, a diiodo aromatic compound, and iodine in the presence of a zeolite catalyst under oxygen atmosphere. In the process for preparing iodinated aromatic compounds according to the present invention, an iodination and an iodine conversion simultaneously occur, and then prevent side-reactions. Also, the lifetime of an iodination catalyst used therein can be extended by controlling the reaction temperature stably. Therefore, the process can be used for mass production of diiodo compound.

Metal-free efficient, general and facile iododecarboxylation method with biodegradable co-products

The development of a novel, efficient and robust method for the general conversion of aliphatic and aromatic carboxylic acids to organic iodides without the use of heavy metals or strong oxidizing agents is reported. Commercially available N-iodoamides were used for both initiation and halogen donation under irradiative conditions. Isolation of the product is extremely simple and the major co-product is removed as a water-soluble biodegradable material. Copyright

METHOD OF PRODUCING IODIZING AGENT, AND METHOD OF PRODUCING AROMATIC IODINE COMPOUND

A method of the present invention, for producing an iodizing agent, includes the step of electrolyzing iodine molecules in a solution by using an acid as a supporting electrolyte. This realizes (i) a method of producing an iodine cation suitable for use as an iodizing agent that does not require a sophisticated separation operation after iodizing reaction is completed, and (ii) an electrolyte used in the method. Further, a method of the present invention, for producing an aromatic iodine compound, includes the step of causing an iodizing agent, and an aromatic compound whose nucleus has one or more substituent groups and two or more hydrogen atoms, to react with each other under the presence of a certain ether compound. This realizes such a method of producing an aromatic iodine compound that position selectivity in iodizing reaction of an aromatic compound is improved.

A concise synthesis of ortho-iodobenzyl alcohols via addition of ortho-Iodophenyl grignard reagent to aldehydes and ketones

A wide range of both secondary and tertiary ortho-iodobenzyl alcohols was synthesized via addition of ortho-iodophenyl Grignard reagents to aldehydes and ketones. Significant improvements in terms of yields were observed with ketones upon addition of CeCl3. The potential application of the target compounds as precursors for novel electrophilic trifluoromethylating reagents based on hypervalent iodine derivatives was demonstrated. Georg Thieme Verlag Stuttgart.