4341-02-0

Basic information

• Product Name: 2-(2-cyanophenyl)benzonitrile
• Synonyms: 2-(2-cyanophenyl)benzonitrile;[1,1'-Biphenyl]-2,2'-dicarbonitrile;1,1'-Biphenyl-2,2'-dicarbonitrile;2,2'-Dicyanobiphenyl
• CAS NO: 4341-02-0
• Molecular Formula: C₁₄H₈N₂
• Molecular Weight: 204.23
• Mol File: 4341-02-0.mol

Chemical Properties

• Boiling Point: 433.3°Cat760mmHg
• Flash Point: 218.1°C
• Appearance: /
• Density: 1.2g/cm³
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), DMSO (Slightly, Heated)
• CAS DataBase Reference: 2-(2-cyanophenyl)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-cyanophenyl)benzonitrile(4341-02-0)
• EPA Substance Registry System: 2-(2-cyanophenyl)benzonitrile(4341-02-0)

Safety Data

• Hazardous Substances Data: 4341-02-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-(2-cyanophenyl)benzonitrile is used as a building block in organic synthesis for its ability to contribute to the formation of various complex organic compounds. Its structural properties make it a valuable intermediate in the synthesis of a wide range of chemical products.
Used in Liquid Crystal Material Production:
In the liquid crystal industry, 2-(2-cyanophenyl)benzonitrile is used as a key component in the development of liquid crystal materials. Its unique molecular structure contributes to the desired properties of these materials, such as their ability to manipulate light and respond to electric fields, which are crucial for applications in display technologies.
Used in Dye Production:
2-(2-cyanophenyl)benzonitrile is utilized as a precursor in the production of dyes, where its chemical properties are harnessed to create dyes with specific color characteristics and stability. Its role in dye synthesis is essential for meeting the color requirements of various industries, including textiles, printing, and plastics.
Used in Pharmaceutical Industry:
2-(2-cyanophenyl)benzonitrile is employed as a starting material in the pharmaceutical industry for the development of new drugs. Its chemical structure provides a foundation for the synthesis of potential therapeutic agents, contributing to the advancement of medicinal chemistry and drug discovery.

Upstream product

• 344-04-7 bromopentafluorobenzene 
• 4387-36-4 2-iodobenzonitrile 
• 100-47-0 benzonitrile 
• 108-95-2 phenol 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 544-97-8 dimethyl zinc(II) 
• 2042-37-7 o-cyanobromobenzene 
• 10419-32-6 3-methoxybenzothiophene 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 696-62-8 para-iodoanisole 
• 5381-20-4 benzothiophene-3-carboxaldehyde 
• 530-48-3 1,1-Diphenylethylene 
• 874-05-5 3-aminoindazole 
• 873-32-5 2-Chlorobenzonitrile 

Downstream Products

• 126664-76-4 2,2'-bis(2-imidazolinyl)biphenyl 
• 107011-08-5 bis{2,2'-bis(2-imidazolyl)biphenyl} 
• 1289556-17-7 Ni[C₃₈H₁₄N₈(C₆H₄C₄H₉)6] 
• 1329995-36-9 Ni[C₃₈H₁₄N₈(OC₆H₄C₄H₉)6] 
• 84-11-7 9,10-phenanthrenequinone 

Relevant articles and documents

Cu-Catalyzed Denitrogenative Transannulation of 3-Aminoindazoles to Assemble 1-Aminoisoquinolines and 3-Aminobenzothiophenes

We disclose a novel Cu-catalyzed denitrogenative transannulation of 3-aminoindazoles to afford diverse functionalized 3-aminobenzothiophenes and 1-aminoisoquinolines, in which denitrogenative transannulation of 3-aminoindazoles is reported for the first t

Palladium-mediated radical homocoupling reactions: A surface catalytic insight

In this contribution, we report a palladium nanoparticle-promoted reductive homocoupling of haloarenes that proceeds efficiently to produce corresponding bis-aryls in moderate to excellent yields using relatively low catalyst loading (1 mol%), and exhibits broad functional group tolerance. This work sheds light on how the surface state of Pd(0) nanoparticles plays a crucial role in the reactivity of catalytic systems. Notably, the appropriate choice of palladium salts for the preparation of the preformed nanocatalysts was a key parameter having a major impact on the catalytic activity; thus, the effect of halide anions on the reactivity of the as-prepared palladium nanoparticles could be assessed, with iodide anions being capable of inhibiting the corresponding homocoupling reaction. The homocoupling reaction mechanism has been further studied by means of radical trap and electron paramagnetic resonance (EPR) experiments, revealing that the reaction proceeds via radical intermediates. Taking into account these data, a plausible reaction mechanism based on single-electron transfer processes on the palladium nanoparticle surface is discussed.

An efficient preparation for 2-Cyano-4'-methylbiphenyl in toluene-tetrahydrofuran solvents over transition-metal catalysts

2-Cyano-4'-methyl-biphenyl, which is a key intermediate used for the preparation of anti-hypertensive drugs, was easily synthesized by the coupling of non-active o-chlorobenzonitrile with p-chlorotoluene in toluene-tetrahydrofuran mixed solvents over transition-metal catalysts. Various reaction conditions, especially catalysis of some catalysts were discussed to improve selectivity suitable for industrialization in the recycle solvent system.

Efficient cobalt-catalyzed formation of unsymmetrical biaryl compounds and its application in the synthesis of a sartan intermediate

(Chemical Equation Presented) No prior preparation of the organometallic reagent is required in a cobalt-catalyzed coupling of two different aryl halides under mild conditions (see scheme). A broad spectrum of valuable biaryl compounds can be prepared in this way. Not only may a variety of reactive substituents be present, but heteroaryl halides and aryl triflates are also suitable substrates. DMF = N,N-dimethylformamide, FG = functional group.

Gas-phase thermolysis of condensed-1,2,4-triazines: interesting routes toward heterocyclic ring systems

Gas-phase thermolysis of thieno[2,3-e][1,2,4]triazines gave benzonitrile, isothiazole, pyridazine, and thieno[2,3-d]thiazole derivatives. Similar transformation of benzo[1,2,4]triazine and phenanthro[9,10-e][1,2,4]triazine derivatives into their corresponding condensed thiazoles has been achieved by heating at 350 °C with sulfur. A mechanism for these pyrolytic transformations was proposed.

An efficient phosphine-free palladium coupling for the synthesis of new 2-arylbenzo[b]thiophenes

Straightforward and rapid access to 2-arylbenzo[b]thiophenes has been developed. It involved a catalytic coupling of 3-activated benzo[b]thiophenes with several aryl halides in the presence of a phosphine-free palladium system. In case of fragile functional groups such as aldehydes, a quaternary ammonium was used as an additive as with the other substrates, the coupling performed better and faster in the presence of a crown ether, the best one being DCH-18-C-6, with good yields and low reaction times. This method would provide a direct access to novel structures of biological interest.

Process of heterocoupling by electrolytic microbattery, use of cobalt for implementing said coupling and composition for doing so

This invention has as its object a process for preparation of vinyl aryl derivatives by an electrochemical path. This process is defined in that it consists in subjecting a composition that comprises a cobalt salt, an aromatic halide and a vinyl ester to the action of a metal that is at least as reducing as zinc. Application to organic synthesis.

New chemical synthesis of functionalized arylzinc compounds from aromatic or thienyl bromides under mild conditions using a simple cobalt catalyst and zinc dust

A new chemical method for the preparation of arylzinc intermediates is described in acetonitrile, on the basis of the activation of aryl bromides by low-valent cobalt species arising from the reduction of cobalt halide by zinc dust. This procedure allows for the synthesis of a variety of functionalized aryl- and thienylzinc species in good to excellent yields. The versatility and the simplicity of that original method represent an alternative to most known procedures.

New chemical cross-coupling between aryl halides and allylic acetates using a cobalt catalyst

(Figure presented) The cobalt-catalyzed coupling reaction of aromatic halides and allylic acetates proceeds readily under mild conditions in the presence of the appropriate reducing agent to produce allylaromatic derivatives either in pure acetonitrile (aryl bromides) or in an acetonitrile/pyridine mixture (aryl chlorides).