25308-72-9

Basic information

• Product Name: 3-phenylquinoline 1-oxide
• Synonyms: Quinoline, 3-phenyl-, 1-oxide
• CAS NO: 25308-72-9
• Molecular Formula: C₁₅H₁₁NO
• Molecular Weight: 221.2539
• Mol File: 25308-72-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 412.4°C at 760 mmHg
• Flash Point: 203.2°C
• Density: 1.12g/cm³
• Vapor Pressure: 1.24E-06mmHg at 25°C
• Refractive Index: 1.617
• CAS DataBase Reference: 3-phenylquinoline 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenylquinoline 1-oxide(25308-72-9)
• EPA Substance Registry System: 3-phenylquinoline 1-oxide(25308-72-9)

Safety Data

• Hazardous Substances Data: 25308-72-9(Hazardous Substances Data)

Upstream product

• 22615-00-5 3-bromoquinoline N-oxide 
• 98-80-6 phenylboronic acid 
• 7534-40-9 2-phenylallyl acetate 
• 586-96-9 Nitrosobenzene 
• 19585-90-1 3-phenyl-quinoline-2,4-dicarboxylic acid 
• 1666-96-2 3-phenylquinoline 

Downstream Products

• 6319-32-0 4-chloro-3-phenylquinoline 
• 2859-30-5 2-chloro-3-phenyl-quinoline 
• 25308-73-0 4-phenyl-benzo[d][1,3]oxazepine 
• 38035-81-3 3-phenyl-quinolin-2-ol 

Relevant articles and documents

Cobalt-Catalyzed C8-Dienylation of Quinoline-N-Oxides

An efficient Cp*CoIII-catalyzed C8-dienylation of quinoline-N-oxides was achieved by employing allenes bearing leaving groups at the α-position as the dienylating agents. The reaction proceeds by CoIII-catalyzed C?H activation of qui

Regioselective Cyanation of Six-Membered N-Heteroaromatic Compounds Under Metal-, Activator-, Base- and Solvent-Free Conditions

A regioselective cyanation of heteroaromatic N-oxides with trimethylsilyl cyanide has been developed to obtain 2-substituted N-heteroaromatic nitrile without the requirement of any external activator-, metal-, base-, and solvent. The present protocol is a straightforward, one-pot heteroaromatic C?H cyanation process, and proceeds smoothly in conventional heating but also under microwave irradiation with shorter reaction times. This approach now allows access to a broad class of quinoline N-oxides and other heteroarene N-oxides with high to good yields and can also be scaled up to obtain gram quantities. Further application of this process was observed and utilized in late-stage cyanation of the anti-malarial drug quinine as well as transformation of the 2-cyanoazines to a series of biologically important molecules. Based on the experimental observations, a plausible mechanism has also been proposed highlighting the dual role of trimethylsilyl cyanide as a nitrile source and as an activating agent. (Figure presented.).

Synthesis of 4-Aryl-2-aminopyridine derivatives and related compounds

A short, efficient, and high-yielding synthesis of 4-aryl-2-aminopyridine derivatives has been developed. The route employs two palladium-catalyzed processes, the Suzuki reaction and the Buchwald-Hartwig amination, as the key steps. The same approach has