75898-35-0

Basic information

• Product Name: 2'-AMINO-BIPHENYL-4-CARBONITRILE
• Synonyms: 2'-AMINO-BIPHENYL-4-CARBONITRILE;2-Amino-4''-cyanobiphenyl;2,-amino-[1,1,-biphenyl]-4-carbonitrile;4-(2-aminophenyl)benzonitrile
• CAS NO: 75898-35-0
• Molecular Formula: C₁₃H₁₀N₂
• Molecular Weight: 194.23
• Mol File: 75898-35-0.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 378.1 °C at 760 mmHg
• Flash Point: 182.5 °C
• Appearance: /
• Density: 1.18 g/cm³
• PKA: 2.81±0.10(Predicted)
• CAS DataBase Reference: 2'-AMINO-BIPHENYL-4-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-AMINO-BIPHENYL-4-CARBONITRILE(75898-35-0)
• EPA Substance Registry System: 2'-AMINO-BIPHENYL-4-CARBONITRILE(75898-35-0)

Safety Data

• Hazardous Substances Data: 75898-35-0(Hazardous Substances Data)

Usage

General Description

2'-Amino-biphenyl-4-carbonitrile is a chemical compound widely used in organic chemistry due to its versatile properties. It is a complex molecule consisting of a biphenyl core linked by an amino and a nitrile group. These groups offer the compound an increased reactivity, making it suitable as a precursor or intermediate in various chemical reactions, mainly in the production of pharmaceuticals and agrochemicals. It appears as a pale yellow or off-white powder and needs to be handled with care due to its potential hazard as an irritant.

Upstream product

• 615-43-0 2-iodophenylamine 
• 126747-14-6 4-cyanophenylboronic acid 
• 577-19-5 2-nitrophenyl bromide 
• 148493-54-3 tributyl (o-tert-butyloxycarbonylaminophenyl) stannane 
• 3422-01-3 tert-butyl phenylcarbamate 
• 3058-39-7 4-iodobenzonitrile 
• 185408-20-2 o-(tributylstannyl)aniline 
• 615-36-1 2-bromoaniline 
• 75898-34-9 2'-nitro-[1,1'-biphenyl]-4-carbonitrile 
• 623-00-7 4-bromobenzenecarbonitrile 
• 190788-59-1 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene 

Downstream Products

• 1609211-19-9 N-(4′-cyano-[1,1′-biphenyl]-2-yl)picolinamide 
• 57955-18-7 9H-carbazole-2-carbonitrile 

Relevant articles and documents

α-Bromoacrylic Acids as C1 Insertion Units for Palladium-Catalyzed Decarboxylative Synthesis of Diverse Dibenzofulvenes

Herein α-bromoacrylic acids have been employed as C1 insertion units to achieve the palladium-catalyzed [4 + 1] annulation of 2-iodobiphenyls, which provides an efficient platform for the construction of diverse dibenzofulvenes. This protocol enables the formation of double C(aryl)-C(vinyl) bonds via a C(vinyl)-Br bond cleavage and decarboxylation. It is particularly noteworthy that the method features a broad substrate scope, and various interesting frameworks, such as bridged ring, fused (hetero)aromatic ring, and divinylbenzene, can be successfully incorporated into the products.

Scalable electrochemical synthesis of diaryliodonium salts

Cyclic and acyclic diaryliodonium are synthesised by anodic oxidation of iodobiaryls and iodoarene/arene mixtures, respectively, in a simple undivided electrolysis cell in MeCN-HFIP-TfOH without any added electrolyte salts. This atom efficient process does not require chemical oxidants and generates no chemical waste. More than 30 cyclic and acyclic diaryliodonium salts with different substitution patterns were prepared in very good to excellent yields. The reaction was scaled-up to 10 mmol scale giving more than four grams of dibenzo[b,d]iodol-5-ium trifluoromethanesulfonate (>95%) in less than three hours. The solvent mixture of the large-scale experiment was recovered (>97%) and recycled several times without significant reduction in yield.

Palladium Palladium Nanoparticles Nanoparticles Supported Supported on β-cyclodextrin on β-Cyclodextrin Functionalised Functionalized Poly(amido Poly(amidoamine)s amine)s and their and Application Their Application in Suzuki-Miyaura in Suzuki-Miyaura Cross-Coupling Cross-Coupling Reactions Reactions

Herein, the synthesis, characterization and catalytic application of an organic-inorganic, palladium (Pd)-containing hybrid material, poly(amidoamine)-cyclodextrin (Pd@PAAs-CD), is reported as an efficient catalyst for Suzuki-Miyaura coupling reactions. The structure of Pd@PAAs-CD was confirmed by Fourier transform infrared spectroscopy (FTIR), transmission electron microscopy (TEM), scanning electron microscopy (SEM), inductively-coupled plasma atomic emission spectroscopy (ICP-AES), and 1H nuclear magnetic resonance (NMR) spectroscopy. Furthermore, an efficient protocol has been developed using Pd@PAAs-CD as the catalyst in a Suzuki-Miyaura cross-coupling reaction in an aqueous medium in high yields. By using cyclodextrin (CD) as the mediator grafted onto PAAs, the Pd nanoparticles (NPs) were dispersed and enhanced the catalytic reaction by promoting host-guest interactions with the CD. In addition, the reusability of the Pd@PAAs-CD hybrid material is demonstrated for use in multiple sequential cross-coupling reactions.