35444-93-0

Usage

Uses

Used in Pharmaceutical Industry:
2-Iododiphenylmethane is used as a key intermediate in the synthesis of pharmaceuticals for its ability to participate in various chemical reactions, contributing to the development of new drugs and medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Iododiphenylmethane is utilized as a precursor in the production of agrochemicals, playing a crucial role in the synthesis of compounds that aid in crop protection and enhancement of agricultural yields.
Used in Research and Development:
2-Iododiphenylmethane is employed as a research chemical in laboratories for the exploration of new chemical reactions and the development of innovative organic compounds, furthering scientific knowledge and technological advancements in the field of chemistry.
Used in Fine Chemicals Production:
2-IODODIPHENYLMETHANE is also used as a building block in the production of fine chemicals, where its reactivity and structural properties are leveraged to create specialty chemicals for various applications across different industries.

Upstream product

• 25187-00-2 2-iodobenzophenone 
• 40400-13-3 2-Iodobenzyl bromide 
• 1078-58-6 diphenylzinc 
• 529-23-7 o-aminobenzaldehyde 
• 13209-38-6 (2-aminophenyl)(phenyl)methanol 
• 28059-64-5 2-benzylaniline 
• 3958-60-9 2-nitrophenylmethyl bromide 
• 100-39-0 benzyl bromide 
• 5570-19-4 2-nitrophenylboronic acid 
• 5840-40-4 2-nitrodiphenylmethane 
• 98-80-6 phenylboronic acid 
• 615-37-2 ortho-methylphenyl iodide 
• 15961-35-0 4,4,6-trimethyl-2-phenyl-[1,3,2]dioxaborinane 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 25187-00-2 2-iodobenzophenone 
• 5324-00-5 2,3-diphenyl-1H-indene 
• 1172591-90-0 1-benzyl-2-(phenylethynyl)benzene 
• 260-94-6 acridine 
• 92-83-1 xanthene 
• 90-47-1 xanth-9-one 
• 3469-20-3 2,3-diphenyl-1H-indole 
• 937792-44-4 1-benzyl-2-ethynylbenzene 

Relevant academic research and scientific papers

Design and Synthesis of Donor-σ-π-σ-Acceptor-Type Dispiro Molecules

Two novel donor-σ- π-σ-acceptor-type dispiro molecules - 10-phenyl-10H-dispiro-acridine-9,9′-anthracene-10′,9′′-fluorene-2′′,7′′-dicarbo-nitrile (DiSAAF) and dispiro-fluorene-9,9′-anthracene-10′,9′′-quinolino[3,2,1-kl]phenoxazine-2,7-dicarbonitrile (DiSFAQ) - with excellent thermal stability are designed and synthesized. Both materials exhibit blocked long-range intramolecular charge transfer but show intermolecular charge-transfer emission in the film state. Their photophysical and thermal properties then are fully investigated and a maximum external quantum efficiency of 21.7% of the red phosphorescent device is achieved by DiSAAF.

Synthesis of Dihydroanthracenes via Palladium-Catalyzed Tandem Mizoroki-Heck/Reductive Heck Reactions Using Cyclic Diaryliodoniums and Alkenes

An efficient Pd-catalyzed domino Mizoroki-Heck and reductive Heck reaction of terminal alkenes with six-membered cyclic diaryliodoniums is reported for the facile access to a diverse set of novel dihydroanthracenes. The scope of alkenes is general, leading to concise generation of 30 dihydroanthracenes which are not easily accessed by conventional methods. Furthermore, one of the newly synthesized dihydroanthracene displayed excellent antiproliferative activity against PANC-1 cancer cells (IC 50= 11.74 μM).

Copper-Catalyzed Selective Arylation of Nitriles with Cyclic Diaryl Iodonium Salts: Direct Access to Structurally Diversified Diarylmethane Amides with Potential Neuroprotective and Anticancer Activities

A novel, simple, and high-yielding approach for the preparation of diarylmethane amide derivatives has been developed by reacting cyclic diaryl iodonium salts with nitriles using CuCl as a catalyst. The procedure is efficient with high atom economy and a wide substrate range. Importantly, selective arylation of nitriles was obtained without affecting the phenyl amino/hydroxyl groups. Furthermore, two of the diarylmethane amides (3k, 3s) displayed excellent neuroprotective and anticancer activities.

Copper-Catalyzed One-Pot Synthesis of Dibenzofurans, Xanthenes, and Xanthones from Cyclic Diphenyl Iodoniums

Oxygenation of cyclic diphenyl iodoniums (CDPIs) with varied medium-ring sizes has been fully investigated. This practical copper-catalyzed tandem reaction of CDPIs with water as the oxygen source enables the construction of derivatised dibenzofurans and xanthenes at moderate to good yields. Moreover, structurally important xanthones are also successfully accessed under the oxygenation conditions with additional TEMPO.

Nitrogen-Iodine Exchange of Diaryliodonium Salts: Access to Acridine and Carbazole

A nitrogen-iodine exchange protocol of diaryliodonium salts with sodium azide salt is developed for general construction of significant functional acridines and carbazoles, in which introduction of nitrogen at a late stage was successfully established avoiding heteroatom incompatibility. Inorganic sodium azide served as the sole nitrogen atom source in this transformation. The diversiform functional acridines and carbazoles were comprehensively achieved through annulated diaryliodonium salts, respectively. Notably, Acridine orange (a fluorescent indicator for cell lysosomal dye) and Carprofen (a nonsteroidal anti-inflammatory drug) were efficiently established through this protocol.

Feedstocks to Pharmacophores: Cu-Catalyzed Oxidative Arylation of Inexpensive Alkylarenes Enabling Direct Access to Diarylalkanes

A Cu-catalyzed method has been identified for selective oxidative arylation of benzylic C-H bonds with arylboronic esters. The resulting 1,1-diarylalkanes are accessed directly from inexpensive alkylarenes containing primary and secondary benzylic C-H bonds, such as toluene or ethylbenzene. All catalyst components are commercially available at low cost, and the arylboronic esters are either commercially available or easily accessible from the commercially available boronic acids. The potential utility of these methods in medicinal chemistry applications is highlighted.

1,2,3-Triazoles as inhibitors of indoleamine 2,3-dioxygenase 2 (IDO2)

Indoleamine 2,3-dioxygenase 2 (IDO2) is a potential therapeutic target for the treatment of diseases that involve immune escape such as cancer. In contrast to IDO1, only a very limited number of inhibitors have been described for IDO2 due to inherent diff

Intramolecular addition of triarylmethanes to alkynes promoted by KOtBu/DMF: A synthetic approach to indene derivatives

A method for the intramolecular addition of triarylmethanes to alkynes has been developed. The reaction was efficiently promoted by KOtBu/DMF without any transition-metal catalyst. A variety of indene derivatives were prepared in moderate to good yields. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. The reaction is proposed to proceed through the generation of a triphenylmethyl radical. Indene derivatives were prepared by the intramolecular addition of triarylmethanes to alkynes promoted by KOtBu/DMF. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. A free-radical reaction mechanism is proposed.

Efficient palladium-catalyzed C(sp2)-H activation towards the synthesis of fluorenes

A facile protocol for the synthesis of fluorene derivatives has been developed through palladium-catalyzed cyclization of 2′-halo-diarylmethanes via activation of arylic C-H bonds. The reactions occurred smoothly and allowed both electron-rich and electron-deficient substrates to convert into their corresponding fluorenes in good to excellent yields. Studies revealed that this Pd-catalyzed cyclization was also available for the substrates of 2′-chloro-diarylmethanes and no catalyst poisoning occurred for 2′-iodo-diphenylmethane.

Direct C(sp2)-C(sp3) cross-coupling of diaryl zinc reagents with benzylic, primary, secondary, and tertiary alkyl halides

The direct C(sp2)-C(sp3) cross-coupling of diaryl zinc reagents with benzylic, primary, secondary, and tertiary alkyl halides proceeded in the absence of coordinating ethereal solvents at ambient temperature without the addition of a catalyst. The C(sp2)-C(sp3) cross-coupling showed excellent functional-group tolerance, and products were isolated in high yields, generally without the requirement for purification by chromatography. This process represents an expedient, operationally simple method for the construction of new C(sp2)-C(sp3) bonds. Zinc and you'll miss it. Direct C(sp2)-C(sp3) cross-coupling of diaryl zinc reagents with alkyl halides proceeded rapidly at ambient temperature without a coordinating ethereal solvent or an added catalyst (see scheme). This versatile, operationally simple approach to C(sp2)-C(sp3) bond formation enables the expedient construction of a diverse array of carbon-based structural motifs.