32111-34-5

Basic information

• Product Name: 4-(2-PYRIDYL)BENZONITRILE
• Synonyms: AKOS BAR-0494;4-(2-PYRIDYL)BENZONITRILE;4-(2-PYRIDINYL)BENZONITRILE;4-(2-PYRIDYL)BENZONITRIL;2-(4-Cyanophenyl)pyridine;4-(pyridin-2-yl)benzonitrile
• CAS NO: 32111-34-5
• Molecular Formula: C₁₂H₈N₂
• Molecular Weight: 180.21
• EINECS: 250-921-9
• Product Categories: pharmacetical
• Mol File: 32111-34-5.mol
• Article Data: 59

Chemical Properties

• Melting Point: 91-92 °C
• Boiling Point: 346.5 °C at 760 mmHg
• Flash Point: 121 °C
• Appearance: /
• Density: 1.17 g/cm³
• Vapor Pressure: 5.74E-05mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: 2-8°C
• PKA: 3.79±0.25(Predicted)
• CAS DataBase Reference: 4-(2-PYRIDYL)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-PYRIDYL)BENZONITRILE(32111-34-5)
• EPA Substance Registry System: 4-(2-PYRIDYL)BENZONITRILE(32111-34-5)

Safety Data

• Hazardous Substances Data: 32111-34-5(Hazardous Substances Data)

Usage

General Description

4-(2-Pyridyl)benzonitrile is a chemical compound also known as PBND. It is a white powder with a molecular formula of C12H8N2 and a molecular weight of 184.21 g/mol. PBND is commonly used as a building block in organic synthesis and pharmaceutical research. It has a variety of applications, including as a raw material for the production of agrochemicals, pharmaceuticals, and dyes. PBND is also used as a reagent in the preparation of a wide range of organic compounds, and it is known for its ability to form coordination complexes with transition metals, which has potential applications in catalysis and materials science. Additionally, PBND has been studied for its potential biological activities, including as an anticancer agent. Overall, 4-(2-pyridyl)benzonitrile is a versatile and important chemical with diverse applications in various industries.

InChI:InChI=1/C12H8N2/c13-9-10-4-6-11(7-5-10)12-3-1-2-8-14-12/h1-8H

Upstream product

• 65007-00-3 pyridin-2-yl trifluoromethanesulfonate 
• 623-00-7 4-bromobenzenecarbonitrile 
• 109-04-6 2-bromo-pyridine 
• 18471-73-3 4-(pyridin-2-yl)aniline 
• 126747-14-6 4-cyanophenylboronic acid 
• 623-03-0 4-Cyanochlorobenzene 
• 66107-32-2 4-cyanophenyl trifluoromethanesulfonate 
• 873-74-5 4-Aminobenzonitrile 
• 81745-83-7 pyridin-2-ylzinc(ll) bromide 
• 878376-35-3 pyridine-2-sulfonyl fluoride 
• 98061-39-3 2-(4-hydroxymethylphenyl)pyridine 
• 63996-36-1 2-(4-bromophenyl]pyridine 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 5029-67-4 2-iodopyridine 

Downstream Products

• 294647-97-5 1-[4-(pyridin-2-yl)phenyl]methanamine 
• 820231-70-7 4-(pyridin-2-yl)isonaphthalonitrile 
• 1393520-18-7 5-cyano-N-phenyl-2-(pyridin-2-yl)benzamide 
• 1449414-88-3 3-benzoyl-4-(pyridin-2-yl)benzonitrile 
• 1449414-93-0 C₂₀H₁₄N₂O 
• 1008-89-5 2-phenylpyridine 
• 1335209-95-4 6-(pyridin-2-yl)-[1,1'-biphenyl]-3-carbonitrile 
• 127406-56-8 4-(2'-pyridyl)benzaldehyde 

Relevant articles and documents

Iridium-based lab-on-a-molecule for Hg2+ and ClO- with two distinct light-up emissions

The nonemissive iridium complex 2 is a lab-on-a-molecule for the highly selective detection of Hg2+ and ClO- among 33 analytes using its oxime residues as reactive units. At pH 5, chemodosimeter 2 responds to Hg2+ by dehydration, whereas at pH 8, it is oxidized by ClO -, resulting in 450- and 235-fold emission increases, respectively, at two distinct wavelengths.

A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions

A general electrochemical system for reductive hydrodefunctionalization is described, employing the inexpensive and easily available triethylamine (Et3N) as a sacrificial reductant. This protocol is characterized by facile operation, sustainable conditions, and exceptionally wide substrate scope covering the cleavage of C-halogen, N-S, N-C, O-S, O-C, C-C and C-N bonds. Notably, the selectivity and capability of reduction can be conveniently switched by simple incorporation or removal of an alcohol as a co-solvent.

Desulfonative Suzuki–Miyaura Coupling of Sulfonyl Fluorides

Sulfonyl fluorides have emerged as powerful “click” electrophiles to access sulfonylated derivatives. Yet, they are relatively inert towards C?C bond forming transformations, notably under transition-metal catalysis. Here, we describe conditions under which aryl sulfonyl fluorides act as electrophiles for the Pd-catalyzed Suzuki–Miyaura cross-coupling. This desulfonative cross-coupling occurs selectively in the absence of base and, unusually, even in the presence of strong acids. Divergent one-step syntheses of two analogues of bioactive compounds showcase the expanded reactivity of sulfonyl fluorides to encompass both S?Nu and C?C bond formation. Mechanistic experiments and DFT calculations suggest oxidative addition occurs at the C?S bond followed by desulfonation to form a Pd-F intermediate that facilitates transmetalation.