39065-47-9

Basic information

• Product Name: 2-CYANO-6-PHENYLPYRIDINE
• Synonyms: 2-CYANO-6-PHENYLPYRIDINE;6-Phenyl-2-pyridinecarbonitrile;6-Phenylpicolinonitrile
• CAS NO: 39065-47-9
• Molecular Formula: C₁₂H₈N₂
• Molecular Weight: 180.21
• Mol File: 39065-47-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 64-66℃
• Boiling Point: 346℃
• Flash Point: 121℃
• Appearance: /
• Density: 1.17
• Vapor Pressure: 5.87E-05mmHg at 25°C
• Refractive Index: 1.62
• PKA: -1.11±0.10(Predicted)
• CAS DataBase Reference: 2-CYANO-6-PHENYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYANO-6-PHENYLPYRIDINE(39065-47-9)
• EPA Substance Registry System: 2-CYANO-6-PHENYLPYRIDINE(39065-47-9)

Safety Data

• Hazardous Substances Data: 39065-47-9(Hazardous Substances Data)

Usage

General Description

2-Cyano-6-phenylpyridine is a chemical compound with the molecular formula C12H8N2. It is a heterocyclic aromatic compound with a pyridine ring substituted with a cyano group at the 2-position and a phenyl group at the 6-position. This chemical is commonly used as a building block in the synthesis of various pharmaceuticals and organic compounds. It has applications in the production of agrochemicals, pharmaceutical intermediates, and other organic synthesis. 2-Cyano-6-phenylpyridine is known for its versatile reactivity and ability to participate in various chemical reactions, making it a valuable compound in the field of organic chemistry. However, it is important to handle this compound with caution as it may pose health and safety hazards if not properly managed.

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

Upstream product

• 1131-33-5 2-phenylpyridin N-oxide 
• 7677-24-9 trimethylsilyl cyanide 
• 2402-78-0 2,6-dichloropyridine 
• 87512-29-6 2-chloro-6-(methylsulfonyl)pyridine 
• 98-80-6 phenylboronic acid 
• 501378-85-4 2-cyano-6-(2-phenethylthio)pyridine 
• 122918-25-6 6-bromopyridin-2-carbonitrile 
• 1343041-93-9 C₆H₃ClN₂O₂S 
• 1008-89-5 2-phenylpyridine 
• 180606-17-1 2-fluoro-6-phenyl-pyridine 
• 39774-25-9 6-phenylpyridin-2-amine 

Downstream Products

• 107771-78-8 Ethyl 6-Phenyl-2-pyridinecarboxylate 
• 39774-28-2 6-phenyl-pyridine-2-carboxylic acid 
• 59576-29-3 methyl(2-phenylpyridin-6-yl)-methanone 
• 501376-70-1 2-(6-Phenyl-2-pyridyl)-4H-1,3-benzothiazine-4-one 
• 115193-61-8 6-phenyl-2-picoline amidine hydrochloride 
• 117667-83-1 C₁₃H₁₂N₂O 
• 1383925-58-3 (S)-(+)-2-(6-phenylpyrid-2-yl)-5-phenyl-1,3-oxazoline 

Relevant articles and documents

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.

Diversification of 6-bromo-2-substituted Pyridine Derivatives via Suzuki-Miyaura Cross-Coupling

The functionalized pyridine ring is a ubiquitous moiety in numerous research areas including materials, natural products, as well as agrochemicals and is a strategic synthon for heteroaromatic synthetic method development. Pyridinyl ligand scaffolds are also frequently incorporated into the study of metal complexes for pharmaceutical applications or separation science. Convergent access to advanced synthons is critical to experimentally defining structure activity relationships and improvement of molecular performance in the aforementioned areas. The current work describes an efficient catalyst/ligand combination for accessing 2-acetyl- and 2-procarbonyl substituted pyridines via Suzuki-Miyaura cross-coupling with various organotrifluoroborates. Twenty examples are described with carbonyl and procarbonyl functional groups which afford subsequent access to diversified unsymmetric ketones. Substrate scope and limitation in addition to?a scale up experiment are reported.

C-H FLUORINATION OF HETEROCYCLES WITH SILVER (II) FLUORIDE

The present invention provides compositions and methods for the selective C-H fluorination of nitrogen-containing heteroarenes with AgF2, which has previously been considered too reactive for practical, selective C-H fluorination. Fluorinated heteroarenes are prevalent in numerous pharmaceuticals, agrochemicals and materials. However, the reactions used to introduce fluorine into these molecules require pre-functionalized substrates or the use of F2 gas. The present invention provides a mild and general method for the C-H fluorination of nitrogen-containing heteroarene compounds to 2-fluoro-heteroarenes with commercially available AgF2. In various embodiments, these reactions occur at ambient temperature within one hour and occur with exclusive selectivity for fluorination at the 2-position. Exemplary reaction conditions are effective for fluorinating diazine heteroarenes to form a single fluorinated isomer.