97608-11-2

Basic information

• Product Name: 2-NITRO-5-PHENYLPYRIDINE
• Synonyms: 2-NITRO-5-PHENYLPYRIDINE
• CAS NO: 97608-11-2
• Molecular Formula: C₁₁H₈N₂O₂
• Molecular Weight: 200.19
• Mol File: 97608-11-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 116 °C
• Boiling Point: 383.3 °C at 760 mmHg
• Flash Point: 185.6 °C
• Appearance: /
• Density: 1.252g/cm³
• Vapor Pressure: 9.76E-06mmHg at 25°C
• Refractive Index: 1.611
• PKA: -2.97±0.22(Predicted)
• CAS DataBase Reference: 2-NITRO-5-PHENYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NITRO-5-PHENYLPYRIDINE(97608-11-2)
• EPA Substance Registry System: 2-NITRO-5-PHENYLPYRIDINE(97608-11-2)

Safety Data

• Hazardous Substances Data: 97608-11-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H8N2O2/c14-13(15)11-7-6-10(8-12-11)9-4-2-1-3-5-9/h1-8H

Upstream product

• 52092-47-4 5-chloro-2-nitropyridine 
• 100-58-3 phenylmagnesium bromide 
• 960-16-7 tributylphenylstannane 
• 39856-50-3 5-bromo2-nitropyridine 
• 603-33-8 triphenylbismuthane 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1214370-35-0 5-phenyl-2-(trifluoromethyl)pyridine 

Relevant articles and documents

Newly-generated Al(OH)3-supported Pd nanoparticles-catalyzed Stille and Kumada coupling reactions of diazonium salts, (Het)aryl chlorides

A ligand-free Pd/Al(OH)3 nano-catalyst which is prepared by one-pot three-component method using Pd(PPh3)4, tetra (ethylene glycol), and aluminum tri-sec-butoxide exhibits excellent catalytic activity in Stille cross-couplings of (Het)aryl chlorides, arenediazonium tetrafluoroborate salts with phenyltributylstannane, respectively, and Kumada couplings of (Het)aryl chlorides with various Grignard reagents. More importantly, these two processes show excellent functional group compatibility with moderate to good yields and they are also versatile with respect to not only (Het)aryl chlorides, but also diazonium salts, and heteroaryl Grignard reagents. The nano-catalyst could also be recycled and reused 5 times without loss of activity and decrease of yield.

Triarylbismuthanes as threefold aryl-transfer reagents in regioselective cross-coupling reactions with bromopyridines and quinolines

Cross-coupling studies using bromopyridines and bromoquinolines with triarylbismuths as threefold coupling reagents in substoichiometric amounts under Pd-catalysed conditions are disclosed. The reactivity was high with both mono- and dibromopyridyl substrates, and mono- and bis-couplings were carried out regioselectively. A library of monoaryl and diaryl pyridines was formed in high yields. A one-pot strategy provided a simple and straightforward synthesis of both symmetrical and unsymmetrical diarylpyridines. Arylations of 2-bromo- and 3-bromoquinolines were achieved with triarylbismuth reagents. This study demonstrates that triarylbismuths may be used as threefold arylating reagents for the synthesis of aryl pyridines and quinolines through couplings with bromopyridines and bromoquinolines under Pd-catalysed conditions. Copyright

PALLADIUM-CATALYZED CROSS-COUPLING OF PHENYLBORONIC ACID WITH HETEROCYCLIC AROMATIC HALIDES

The coupling reaction of bromo- and iodopyridines 1 with phenylboronic acid (2a) by Pd(Ph3P)4 provides a convenient route to phenylpyridines, even when electrodonating or - withdrawing substituents are present.The method is also successful for the preparation of other phenylated N-containing heterocycles 5 as phenylquinolines and -pyridines.