159719-57-0

Basic information

• Product Name: 4-FLUORO-3-IODOBENZONITRILE
• Synonyms: 4-FLUORO-3-IODOBENZONITRILE
• CAS NO: 159719-57-0
• Molecular Formula: C₇H₃FIN
• Molecular Weight: 247.01
• Product Categories: Fluorine Compounds;Iodine Compounds
• Mol File: 159719-57-0.mol

Chemical Properties

• Boiling Point: 266.535°C at 760 mmHg
• Flash Point: 114.996°C
• Appearance: /
• Density: 1.982g/cm³
• Vapor Pressure: 0.009mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: Keep Cold
• CAS DataBase Reference: 4-FLUORO-3-IODOBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUORO-3-IODOBENZONITRILE(159719-57-0)
• EPA Substance Registry System: 4-FLUORO-3-IODOBENZONITRILE(159719-57-0)

Safety Data

• Hazardous Substances Data: 159719-57-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H3FIN/c8-6-2-1-5(4-10)3-7(6)9/h1-3H

Upstream product

• 859855-53-1 3-amino-4-fluorobenzonitrile 
• 873-74-5 4-Aminobenzonitrile 
• 1194-02-1 4-fluorobenzonitrile 
• 33348-34-4 4-amino-3-iodobenzonitrile 

Downstream Products

• 732224-35-0 4-fluoro-3-iodobenzylamine 

Relevant articles and documents

Diarylation of N- and O-nucleophiles through a metal-free cascade reaction

The arylation of heteroatom nucleophiles is a central strategy to reach diarylated compounds that are key building blocks in agrochemicals, materials, and pharmaceuticals. Nucleophilic aromatic substitution is a classical tool for such arylations, and recent developments in hypervalent iodine-mediated arylations allow a wider scope of products. Herein, we combine the benefits of these strategies to enable an efficient and transition-metal-free difunctionalization of N- and O-nucleophiles with two structurally different aryl groups and to provide di- and triarylamines and diaryl ethers in one single step (>100 examples). The core of this strategy is the unique reactivity discovered with specifically designed fluorinated diaryliodonium salts, which unveils novel reaction pathways in hypervalent iodine chemistry. The methodology is suitable for diarylation of aliphatic amines, anilines, ammonia, and even water. It tolerates a wide variety of functional and protecting groups, with the retained iodine substituent easily accessible for derivatization of the products.

Selective Metalation and Functionalization of Fluorinated Nitriles Using 2,2,6,6-Tetramethylpiperidyl Bases

We have accomplished regioselective deprotometalation of aromatic and heteroaromatic nitriles via (TMP)2Zn·2MgCl2·2LiCl and TMPMgCl·LiCl (TMP = 2,2,6,6-tetramethylpiperidyl) with the exploration of new and scarcely investigated metalation positions. Regio

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

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.

Halogenation reactions

A method of halogenating an aromatic compound which comprises the steps of reacting an halogenating agent with the aromatic compound in the presence of fluorine and an acid, wherein the halogenating agent is at least one of an iodinating agent, a brominating agent and an chlorinating agent.

Elemental fluorine. Part 4. Use of elemental fluorine for the halogenation of aromatics

New methodolgy for direct iodination of benzenoid compounds has been developed; the aromatic substrate is simply mixed with iodine and sulfuric acid, suspended in an inert medium, such as 1,1,2-trichlorotrifluoroethane (CF2ClCFCl2) or perfluorocarbon, and elemental fluorine is passed through the system at room temperature. High conversions to iodoaromatic products occur, even with some deactivated systems, e.g. nitrobenzene. A very powerful brominating system is produced using the analagous methodology.

(4-Fluoro-3-iodobenzyl)guanidine, a Potential MIBG Analogue for Positron Emission Tomography

The aims of this investigation were to develop a no-carrier-added (nca) synthesis of (4--fluoro-3-iodobenzyl)guanidine (FIBG) and to evaluate its potential as an MIBG analogue useful for positron emission tomography. FIBG was prepared in fo