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2,6-Difluoroiodobenzene is a chemical compound characterized by the molecular formula C6H3F2I. It is a colorless liquid that exhibits solubility in organic solvents but not in water. 2,6-Difluoroiodobenzene is recognized for its unique properties due to the presence of fluorine and iodine in its structure, which makes it a valuable building block in the synthesis of new compounds for diverse industrial applications.

13697-89-7

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13697-89-7 Usage

Uses

Used in Organic Synthesis:
2,6-Difluoroiodobenzene is utilized as a reagent in organic synthesis, particularly for the preparation of pharmaceuticals and agrochemicals. Its unique structure with fluorine and iodine atoms allows it to participate in various chemical reactions, making it a key component in the development of new compounds.
Used in Specialty Material Production:
In the industry of specialty materials, 2,6-Difluoroiodobenzene is used as a precursor to create materials with specific properties tailored for particular applications. Its role in this industry is to provide the necessary chemical structure for the synthesis of these advanced materials.
Used as a Precursor in Chemical Industries:
2,6-Difluoroiodobenzene also serves as a precursor to various other chemicals, indicating its versatility and importance in the chemical industry. Its presence in the synthesis of a wide range of compounds underscores its utility in creating products for multiple sectors.

Check Digit Verification of cas no

The CAS Registry Mumber 13697-89-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,6,9 and 7 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 13697-89:
(7*1)+(6*3)+(5*6)+(4*9)+(3*7)+(2*8)+(1*9)=137
137 % 10 = 7
So 13697-89-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H3F2I/c7-4-2-1-3-5(8)6(4)9/h1-3H

13697-89-7Relevant academic research and scientific papers

Synthesis, NMR spectroscopic characterisation and reactions of 2,6-difluorophenylxenon fluoride, 2,6-F2C6H3XeF

Bock, Harald,Scherer, Harald,Tyrra, Wieland,Naumann, Dieter

, p. 1440 - 1445 (2006)

[2,6-F2C6H3Xe][BF4] is quantitatively transferred into 2,6-F2C6H3XeF in reactions with [NMe4]F. The latter has been isolated as a colourless solid which is stable in dichloromethane solution at room temperature for approximately 1 h. 2,6-F2C6H3XeF readily reacts with Me3SiX (X = Cl, Br, CN, NCO, OCOCF3, OSO2CF3, C6F5, 2,6-F2C6H3) to give compounds of general compositions 2,6-F2C6H3XeX which were identified by multinuclear NMR experiments. Evidence was found for C6H5Xe(2,6-F2C6H3) as a product of the reaction with C6H5SiF3.

Enhancing charge mobilities in selectively fluorinated oligophenyl organic semiconductors: a design approach based on experimental and computational perspectives

Maiti, Buddhadev,Wang, Kunlun,Bhandari, Srijana,Bunge, Scott D.,Twieg, Robert J.,Dunietz, Barry D.

supporting information, p. 3881 - 3888 (2019/04/30)

Fluorination can be used to tune optoelectronic properties at the molecular level. A series of oligophenyls with various difluorinations of the phenyl rings has been synthesized, crystalized, structurally resolved and computationally analyzed for charge m

Utilising Sodium-Mediated Ferration for Regioselective Functionalisation of Fluoroarenes via C?H and C?F Bond Activations

Maddock, Lewis C. H.,Nixon, Tracy,Kennedy, Alan R.,Probert, Michael R.,Clegg, William,Hevia, Eva

supporting information, p. 187 - 191 (2017/12/07)

Pairing iron bis(amide) Fe(HMDS)2 with Na(HMDS) to form new sodium ferrate base [(dioxane)0.5?NaFe(HMDS)3] (1) enables regioselective mono and di-ferration (via direct Fe?H exchange) of a wide range of fluoroaromatic substrates under mild reaction conditions. Trapping of several ferrated intermediates has provided key insight into how synchronised Na/Fe cooperation operates in these transformations. Furthermore, using excess 1 at 80 °C switches on a remarkable cascade process inducing the collective twofold C?H/threefold C?F bond activations, where each C?H bond is transformed to a C?Fe bond whereas each C?F bond is transformed into a C?N bond.

Protein kinase inhibitor and its composition and use thereof

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Paragraph 0493-0495, (2017/08/02)

The invention relates to compounds as shown in the general formula (I), pharmaceutical compositions containing the compounds, a method for treating diseases and disease symptoms related to abnormal activity of protein kinase by using the compounds, and medicinal use of the compounds.

Transition-Metal-Free Decarboxylative Iodination: New Routes for Decarboxylative Oxidative Cross-Couplings

Perry, Gregory J. P.,Quibell, Jacob M.,Panigrahi, Adyasha,Larrosa, Igor

supporting information, p. 11527 - 11536 (2017/08/30)

Constructing products of high synthetic value from inexpensive and abundant starting materials is of great importance. Aryl iodides are essential building blocks for the synthesis of functional molecules, and efficient methods for their synthesis from chemical feedstocks are highly sought after. Here we report a low-cost decarboxylative iodination that occurs simply from readily available benzoic acids and I2. The reaction is scalable and the scope and robustness of the reaction is thoroughly examined. Mechanistic studies suggest that this reaction does not proceed via a radical mechanism, which is in contrast to classical Hunsdiecker-type decarboxylative halogenations. In addition, DFT studies allow comparisons to be made between our procedure and current transition-metal-catalyzed decarboxylations. The utility of this procedure is demonstrated in its application to oxidative cross-couplings of aromatics via decarboxylative/C-H or double decarboxylative activations that use I2 as the terminal oxidant. This strategy allows the preparation of biaryls previously inaccessible via decarboxylative methods and holds other advantages over existing decarboxylative oxidative couplings, as stoichiometric transition metals are avoided.

KINASE MODULATING COMPOUNDS, COMPOSITIONS CONTAINING THE SAME AND USE THEREOF

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Page/Page column 56, (2013/06/05)

The invention provides a compound represented by formula (I) which may modulate a kinase, and a pharmaceutical composition thereof, as well as the method for preventing or treating a protein kinase mediated disease or condition.

A novel mode of reactivity for gold(I): The decarboxylative activation of (hetero)aromatic carboxylic acids

Cornella, Josep,Rosillo-Lopez, Martin,Larrosa, Igor

supporting information; experimental part, p. 1359 - 1366 (2011/06/26)

Gold(I) salts are found to mediate the decarboxylation of a variety of aromatic and heteroaromatic carboxylic acids at significatively lower temperatures (as low as 60°C) than the currently used copper(I) (180-190°C) and silver(I) (80-140°C) systems. In contrast to silver(I)- and copper(I)-mediated decarboxylations, the resulting aryl-gold(I) complexes are stable towards protodemetallation and can be readily isolated.

N-ALKYL-AZACYCLOALKYL NMDA/NR2B ANTAGONISTS

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Page/Page column 51-52, (2008/06/13)

Compounds represented by Formula (I): and/or pharmaceutically acceptable salts, individual enantiomers and stereoisomers thereof, are effective as NMDA/NR2B antagonists useful for treating conditions such as pain, Parkinson’s disease, Alzheimer’s disease, epilepsy, depression, anxiety, ischemic brain injury including stroke.

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

Baik, Woonphil,Luan, Wanqiang,Lee, Hyun Joo,Yoon, Cheol Hun,Koo, Sangho,Kim, Byeong Hyo

, p. 213 - 219 (2007/10/03)

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.

A facile synthesis of aryl iodides via potassium aryltrifluoroborates

Kabalka, George W.,Mereddy, Arjun R.

, p. 343 - 345 (2007/10/03)

Aryl- and heteroaryltrifluoroborates are rapidly converted to aryl and heteroaryl iodides under mild conditions using sodium iodide in the presence of mild oxidizing agents.

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