112598-77-3

Basic information

• Product Name: 3-(2-FURYL)BENZONITRILE
• Synonyms: 3-(2-FURYL)BENZONITRILE;AKOS BAR-0089;3-FURAN-2-YL-BENZONITRILE;2-(3-Cyanophenyl)furan;3-(Fur-2-yl)benzonitrile
• CAS NO: 112598-77-3
• Molecular Formula: C₁₁H₇NO
• Molecular Weight: 169.18
• Mol File: 112598-77-3.mol

Chemical Properties

• Boiling Point: 295.2 °C at 760 mmHg
• Flash Point: 132.3 °C
• Appearance: /
• Density: 1.18 g/cm³
• Vapor Pressure: 0.00155mmHg at 25°C
• Refractive Index: 1.596
• CAS DataBase Reference: 3-(2-FURYL)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-FURYL)BENZONITRILE(112598-77-3)
• EPA Substance Registry System: 3-(2-FURYL)BENZONITRILE(112598-77-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 112598-77-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(2-FURYL)BENZONITRILE is used as an intermediate in the synthesis of various pharmaceutical compounds for its ability to contribute to the development of new drugs and improve the efficacy of existing ones.
Used in Organic Synthesis:
3-(2-FURYL)BENZONITRILE is used as a building block in organic synthesis for its versatility in forming a wide range of organic compounds, contributing to the advancement of chemical research and the creation of novel materials.
Used in Chemical Research:
3-(2-FURYL)BENZONITRILE is used as a research compound in chemical studies to explore its properties, reactivity, and potential applications in various chemical processes and reactions.

InChI:InChI=1/C11H7NO/c12-8-9-3-1-4-10(7-9)11-5-2-6-13-11/h1-7H

Upstream product

• 110-00-9 furan 
• 2237-30-1 m-cyanoaniline 
• 69113-59-3 3-iodobenzonitrile 
• 118486-94-5 2-(tributylstannyl)furan 

Downstream Products

• 112598-79-5 3-(5-Dimethylaminomethyl-furan-2-yl)-benzonitrile 
• 112598-80-8 3-(5-Dimethylaminomethyl-furan-2-yl)-benzylamine 
• 453568-72-4 3-(5-bromofuran-2-yl)-5-fluoro-benzonitrile 

Relevant articles and documents

UiO-66 microcrystals catalyzed direct arylation of enol acetates and heteroarenes with aryl diazonium salts in water

UiO-66 is a classic Metal–organic framework (MOF) that constructed by zirconium cations and terephthalate with high chemical and thermal stability. Using pristine UiO-66 nanocrystals as the catalysts, the carbon–carbon bond formation based on denitrogenat

C-H arylation reactions through aniline activation catalysed by a PANI-g-C3N4-TiO2 composite under visible light in aqueous medium

A PANI (polyaniline)-g-C3N4-TiO2 composite was prepared and found to be efficient for radical C-H arylation reactions. The arylation process involved coupling of in situ generated aryl diazonium salts from aniline with heteroarenes, enol acetates or benzoquinones under visible light in aqueous medium or pure water. A broad range of substrates survived the reaction conditions to provide the desired products in moderate to good yields. Scale-up (10 mmol) synthesis was also achieved. This semiconductor photocatalyst showed good photocatalytic performance and stability. Recycle studies showed that this composite could be readily recovered and a slight decrease in the catalytic activity was observed after ten consecutive runs.

Molecular Design of Donor-Acceptor-Type Organic Photocatalysts for Metal-free Aromatic C?C Bond Formations under Visible Light

Metal-free and photocatalytic radical-mediated aromatic C?C bond formations offer a promising alternative pathway to the conventional transition metal-catalyzed cross-coupling reactions. However, the formation of aryl radicals from common precursors such as aryl halides is highly challenging due to their extremely high reductive potential. Here, we report a structural design strategy of donor-acceptor-type organic photocatalysts for visible light-driven C?C bond formations through the reductive dehalogenation of aryl halides. The reduction potential of the photocatalysts could be systematically aligned to be ?2.04 V vs. SCE via a simple heteroatom engineering of the donor-acceptor moieties. The high reductive potential of the molecular photocatalyst could reduce various aryl halides into aryl radicals to form the C?C bond with heteroarenes. The designability of the molecular photocatalyst further allowed the synthesis of a high LUMO (lowest unoccupied molecular orbital) polymer photocatalyst by a self-initiated free radical polymerization without compromising its LUMO level. (Figure presented.).

Wavelength Selective Generation of Aryl Radicals and Aryl Cations for Metal-Free Photoarylations

Photochemical reactions have become an important tool for organic chemists. Visible (solar) light can be conveniently adopted, however, only when using colored organic compounds or in photocatalyzed processes induced by visible light absorbing photocatalysts. Herein we demonstrate that a photolabile, colored moiety could be incorporated in a colorless organic compound with the aim of generating highly reactive intermediates upon exposure to visible (solar) light. Arylazo sulfones, colored thermally stable derivatives of aryl diazonium salts, were used as valuable substrates for the photoinduced metal-free synthesis of (hetero)biaryls with no need of a (photo)catalyst or of other additives to promote the reaction. Noteworthy, selective generation of aryl radicals and aryl cations can be attained at will by varying the irradiation conditions (visible light for the former and UVA light for the latter).

Palladium on charcoal-catalyzed ligand-free Stille coupling

An efficient ligand-free Stille coupling reaction catalyzed by palladium on charcoal was developed. Tetraphenyltin was reacted with a variety of aryl halides including aryl chlorides using LiCl as an additive. The reactions of tributyl organotin compounds with aryl iodides were effectively expedited by the addition of LiF. These reactions efficiently proceeded without a phosphine or arsenic ligand and no leached palladium was detected in the reaction mixture.

Development of a new physicochemical model for brain penetration and its application to the design of centrally acting H2 receptor histamine antagonists

A rational approach to the design of centrally acting agents is presented, based initially upon a comparison of the physicochemical properties of three typical histamine H2 receptor antagonists which do not readily cross the blood-brain barrier with those of the three brain-penetrating drugs clonidine (6), mepyramine (7), and imipramine (8). A good correlation was found between the logarithms of the equilibrium brain/blood concentration ratios in the rat and the partition parameter, Δ log P, defined as log P (1-octanol/water) - log P (cyclohexane/water), which suggests that brain penetration might be improved by reducing overall hydrogen-bonding ability. This model has been employed as a guide in the design of novel brain-penetrating H2 antagonists by the systematic structural modification of representatives of different structural types of H2 antagonists. Although marked increases in brain penetration amongst congeners of cimetidine (1), ranitidine (9), and tiotidine (10) were achieved, no compound was found with an acceptable combination of H2 antagonist activity (-log K(B) in the guinea pig atrium > 7.0) and brain penetration (steady-state brain/blood concentration ratio > 1.0). Conversely, structural modification of N-[[(piperidinylmethyl)phenoxy]propyl]acetamide (30) led to several potent, novel compounds which readily cross the blood-brain barrier. One of these, zolantidine (SK&F 95282, 41), whose -log K(B) is 7.46 and steady-state brain/blood ratio is 1.4, has been identified for use in studying histaminergic H2 receptor mechanisms in brain. Comparison of Δ log P values with the logarithms of the brain/blood ratios for 20 structurally diverse compounds for which data became available confirms a highly significant correlation and supports the general validity of this model.