33265-71-3

Basic information

• Product Name: 2-(1H-PYRROL-1-YL)BENZONITRILE
• Synonyms: 2-(1H-PYRROL-1-YL)BENZONITRILE;2-(1H-PYRROL-1-YL)BENZENECARBONITRILE;1-(2-Cyanophenyl)-1H-pyrrole
• CAS NO: 33265-71-3
• Molecular Formula: C₁₁H₈N₂
• Molecular Weight: 168.19
• Product Categories: Phenyls & Phenyl-Het
• Mol File: 33265-71-3.mol

Chemical Properties

• Melting Point: 51 °C
• Boiling Point: 328.2 °C at 760 mmHg
• Flash Point: 152.3 °C
• Appearance: /
• Density: 1.05 g/cm³
• Vapor Pressure: 0.000193mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: 2-(1H-PYRROL-1-YL)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1H-PYRROL-1-YL)BENZONITRILE(33265-71-3)
• EPA Substance Registry System: 2-(1H-PYRROL-1-YL)BENZONITRILE(33265-71-3)

Safety Data

• Hazardous Substances Data: 33265-71-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-(1H-Pyrrol-1-yl)benzonitrile is used as a building block in the synthesis of pharmaceuticals and agrochemicals for its ability to contribute to the development of new drugs and other biologically active molecules.
Used in Organic Synthesis:
As a versatile intermediate, 2-(1H-Pyrrol-1-yl)benzonitrile is used in organic synthesis to facilitate a broad spectrum of chemical reactions, enhancing the creation of diverse chemical compounds.
Used in Research and Development:
2-(1H-Pyrrol-1-yl)benzonitrile is utilized as a research tool in academic and industrial laboratories, where it aids in the exploration of new chemical pathways and the discovery of innovative applications in various fields.

InChI:InChI=1/C11H8N2/c12-9-10-5-1-2-6-11(10)13-7-3-4-8-13/h1-8H

Upstream product

• 88-65-3 2-bromobenzoic-acid 
• 4001-73-4 2-Bromobenzamide 
• 6025-60-1 2-(1H-pyrrol-1-yl)aniline 
• 209974-60-7 1-[(2-formylamino)phenyl]pyrrole 
• 34160-24-2 2,5-dimethoxytetrahydrofuran 
• 1885-29-6 anthranilic acid nitrile 
• 109-97-7 pyrrole 
• 2042-37-7 o-cyanobromobenzene 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 821-25-0 1,1-dichloroheptane 

Downstream Products

• 87589-61-5 2-(2-Thiocyanato-pyrrol-1-yl)-benzonitrile 
• 78540-07-5 C-Phenyl-C-(2-pyrrol-1-yl-phenyl)-methyleneamine 
• 39243-88-4 2-(1-pyrrolyl)benzylamine 
• 154123-05-4 2-aminomethyl-1-(2'-cyanophenyl)pyrrole 
• 154123-02-1 2-azidomethyl-1-(2'-cyanophenyl)pyrrole 
• 635-90-5 1-phenylpyrrole 
• 37046-17-6 pyrrolo[1,2-a]quinoxaline-4(5H)-thione 
• 946147-54-2 2-(2-bromo-1H-pyrrol-1-yl)benzonitrile 
• 87574-12-7 methyl acetate 
• 87574-10-5 acetonitrile 
• 95081-13-3 N-Ethyl-N¹-<<2-(1-pyrrolidinyl)phenyl>methyl>isothiourea 
• 95081-12-2 N-<<2-(1-Pyrrolidinyl)phenyl>methyl>urea 
• 95081-08-6 <<2-(1-Pyrrolidinyl)phenyl>methyl>isothiocyanate 

Relevant articles and documents

Bronsted Acid Catalyzed Cyclization of Inert N-Substituted Pyrroles to Benzo[ f ]pyrrolo[1,2- a ][1,4]diazepines

Two approaches involving intramolecular and intermolecular cyclization, respectively, have been developed for the direct and practical construction of a series of important benzo[ f ]pyrrolo[1,2- a ][1,4]azepines by using Bronsted acid catalysts. Upon catalysis by TsOH, the intramolecular dehydroxylation/ring closure of 3-hydroxy-2-[2-(1 H -pyrrol-1-yl)benzyl]isoindolin-1-ones provided various racemic benzo[ f ]pyrrolo[1,2- a ][1,4]azepines in high yields. Furthermore, enantioenriched benzo[ f ]pyrrolo[1,2- a ][1,4]azepines were also obtained by chiral phosphoric acid catalyzed intermolecular addition of [2-(1 H -pyrrol-1-yl)phenyl]methanamines to 2-formylbenzoates under mild conditions.

Design of an Electron-Withdrawing Benzonitrile Ligand for Ni-Catalyzed Cross-Coupling Involving Tertiary Nucleophiles

The design of new ligands for cross-coupling is essential for developing new catalytic reactions that access valuable products such as pharmaceuticals. In this report, we exploit the reactivity of nitrile-containing additives in Ni catalysis to design a benzonitrile-containing ligand for cross-coupling involving tertiary nucleophiles. Kinetic and Hammett studies are used to elucidate the role of the optimized ligand, which demonstrate that the benzonitrile moiety acts as an electron-acceptor to promote reductive elimination over β-hydride elimination and stabilize low-valent Ni. With these conditions, a protocol for decyanation-metalation and Ni-catalyzed arylation is conducted, enabling access to quaternary α-arylnitriles from disubstituted malononitriles.

6π-Electrocyclization in water: microwave-assisted synthesis of polyheterocyclic-fused quinoline-2-thiones

Microwave-assisted synthesis of polyheterocyclic-fused quinoline-2-thiones through the annulation of ortho-heteroaryl anilines and CS2 was realized in water without using any catalysts and additives. The desired products were obtained in high yields throu

Organic electroluminescent materials and devices

Compounds comprising phosphorescent metal complexes comprising cyclometallated imidazo[1,2-f]phenanthridine and diimidazo[1,2-a:1′,2′-c]quinazoline ligands, or isoelectronic or benzannulated analogs thereof, are described. Organic light emitting diode devices comprising these compounds are also described.

METAL COMPLEXES OF CYCLOMETALLATED IMIDAZO[1,2-f]PHENANTHRIDINE AND DIIMIDAZO[1,2-A:1',2'-C]QUINAZOLINE LIGANDS AND ISOELECTRONIC AND BENZANNULATED ANALOGS THEREOF

The present invention refers to-imidazo [1,2-f] the dee trillion which gets torn phenylphenanthridines and [1,2-a:1 ', 2' -c] quinazoline ligands, or its isoelectronic characteristic and or phosphor including analogue relates to compounds including metal complex. Furthermore, the present invention refers to these compounds including relates organic light emitting diode devices. (by machine translation)

HETEROCYCLIC DERIVATIVES AS RORGAMMA MODULATORS

The present invention provides novel compounds of formula (I) that are modulators of RORgamma. These compounds, and pharmaceutical compositions comprising the same, are suitable means for treating any disease wherein the modulation of RORgamma has therapeutic effects, for instance in autoimmune diseases, autoimmune-related diseases, inflammatory diseases, fibrotic diseases, or cholestatic diseases.

Nickel-catalyzed decyanation of inert carbon-cyano bonds

Nickel catalyzed decyanation of aryl and aliphatic cyanides with hydrosilane as the hydride source has been developed. This method is easy to handle, scalable and can be carried out without a glove box. The method has been applied in the cyanide directed functionalization reaction and α-substitution of benzyl cyanide.

Two Component Recyclable Heterogeneous Catalyst, Process for Preparation Thereof and its Use for Preparation of Amines

The invention describes the development of highly efficient, recyclable two component system, CuAl-hydrotalcite/rac 1,1′-Binaphthalene-2,2′-diol catalytic system for the N-alkylation of electron deficient aryl chlorides in presence of potassium carbonate as a base at room temperature in 3-6 h, wherein the process is provided for the preparation of various secondary amines via C—N coupling reaction of aliphatic amines(aliphatic open chain, acyclic, benzyl amines and heterocyclic amines) with various aryl chlorides.

Phosphorescent condensed ring carbene metal complexes for use in organic light emitting devices

The invention relates to a compound comprising a phosphorescent metal complex comprising a monoanionic, bidentate ligand; wherein the metal is selected from the group consisting of the non-radioactive metals with atomic numbers greater than 40; and wherein the bidentate ligand comprises a carbene donor and may be linked with other ligands to comprise a tridentate, tetradentate, pentadentate or hexadentate ligand.

Scandium triflate-catalysed synthesis of N-substituted pyrroles from amine and 2,5-dimethoxytetrahydrofuran

The Clauson-Kass pyrrole synthesis catalysed by scandium triflate afforded N-substituted 2- and 3-unsubstituted pyrroles with yields ranged from good to excellent. Aromatic amines, heteroaomatic amines, 4-methylbenzenesulfonamide and 2-chlorobenzamide are good substrates in this transformation.