67805-67-8

Basic information

• Product Name: 8-BROMOQUINOLIN-2(1H)-ONE
• Synonyms: 8-BROMOQUINOLIN-2(1H)-ONE;8-bromoquinolin-2-ol;8-Bromo-2-hydroxyquinoline;8-Bromo-1,2-dihydro-2-oxoquinoline;8-Bromo-1,2-dihydroquinolin-2-one;8-Bromoquinolin-2(1H)-one 98%;8-BroMoquinoline-2(1h)-one;8-Bromo-1H-quinolin-2-one
• CAS NO: 67805-67-8
• Molecular Formula: C₉H₆BrNO
• Molecular Weight: 224.05404
• Mol File: 67805-67-8.mol
• Article Data: 17

Chemical Properties

• Melting Point: 196-198 °C
• Boiling Point: 390.243 °C at 760 mmHg
• Flash Point: 189.813 °C
• Appearance: /
• Density: 1.62g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: Room temperature.
• PKA: 10.70±0.70(Predicted)
• CAS DataBase Reference: 8-BROMOQUINOLIN-2(1H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-BROMOQUINOLIN-2(1H)-ONE(67805-67-8)
• EPA Substance Registry System: 8-BROMOQUINOLIN-2(1H)-ONE(67805-67-8)

Safety Data

• Hazardous Substances Data: 67805-67-8(Hazardous Substances Data)

Usage

General Description

8-BROMOQUINOLIN-2(1H)-ONE, also known as 8-Bromo-1H-quinolin-2-one, is a chemical compound with the molecular formula C9H6BrNO. It is a brominated derivative of quinolin-2(1H)-one, and is often used as a building block in the synthesis of various pharmaceutical and organic compounds. It is a pale yellow to brown solid that is soluble in organic solvents such as ethanol and dimethyl sulfoxide. 8-Bromoquinolin-2(1H)-one has been found to exhibit biological activity, and its derivatives have been studied for their potential as anticancer and antiviral agents. 8-BROMOQUINOLIN-2(1H)-ONE is also used in research and development of various other chemical compounds due to its versatile nature and potential pharmacological applications.

InChI:InChI=1/C9H6BrNO/c10-7-3-1-2-6-4-5-8(12)11-9(6)7/h1-5H,(H,11,12)

Upstream product

• 71910-51-5 E-N-(2-bromophenyl)-3-phenylpropenamide 
• 7664-93-9 sulfuric acid 
• 71910-51-5 N-(2-bromophenyl)-3-phenylacrylamide 
• 615-36-1 2-bromoaniline 
• 163485-86-7 8-bromo-2-chloroquinoline 
• 102-92-1 Cinnamoyl chloride 

Downstream Products

• 146564-18-3 8-bromo-2-(methyloxy)quinoline 
• 1185410-79-0 [6-(3-methoxyphenyl)-8-naphthalen-1-yl-quinolin-2-yl]phosphonic acid diethyl ester 
• 1185410-74-5 6-(3-methoxyphenyl)-8-naphthalen-1-yl-1H-quinolin-2-one 
• 1185410-76-7 2-chloro-6-(3-methoxyphenyl)-8-naphthalen-1-yl-quinoline 
• 944407-88-9 methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[2-(methyloxy)-8-quinolinyl]propanoate 

Relevant articles and documents

Iron Complexes of Square Planar Tetradentate Polypyridyl-Type Ligands as Catalysts for Water Oxidation

The tetradentate ligand, 2-(pyrid-2′-yl)-8-(1″,10″-phenanthrolin-2″-yl)-quinoline (ppq) embodies a quaterpyridine backbone but with the quinoline C8 providing an additional sp2 center separating the two bipyridine-like subunits. Thus, the four

Fe and Co Complexes of Rigidly Planar Phosphino-Quinoline-Pyridine Ligands for Catalytic Hydrosilylation and Dehydrogenative Silylation

Co and Fe dihalide complexes of a new rigidly planar PNN ligand platform are prepared and examined as precatalysts for hydrosilylation of alkenes. Lithiation of Thummel's 8-bromo-2-(pyrid-2′-yl)quinoline followed by treatment with (i-Pr)2PCl and (C6F5)2PCl afforded the phosphine-quinoline-pyridine ligands, abbreviated RPQpy for R = i-Pr and C6F5, respectively. These ligands form 1:1 adducts with the dichlorides and dibromides of iron and cobalt. Crystallographic characterization of FeBr2(iPrPQpy), FeBr2(ArFPQpy), CoCl2(iPrPQpy), CoBr2(iPrPQpy), and CoCl2(ArFPQpy) confirmed that the M-P-C-C-N-C-C-N portion of these complexes is planar within 0.078 ? unlike previous generations of PNN complexes where deviations from planarity were ～0.35 ?. Bond distances as well as magnetism indicate that the Fe complexes are high spin and the cobalt complexes are high spin or participate in spin equilibria. Also investigated were the NNN analogues of the RPQpy ligands, wherein the phosphine group was replaced by the mesityl ketimine. The complexes FeBr2(MesNQpy) and CoCl2(MesNQpy) were characterized crystallographically. Reduction of MX2(RPQpy) complexes with NaBHEt3 generates catalysts active for anti-Markovnikov silylation of simple and complex 1-alkenes with a variety of hydrosilanes. Catalysts derived from MesNQpy exhibited low activity. Fe-RPQpy derived catalysts favor hydrosilylation, whereas Co-RPQpy based catalysts favor dehydrogenative silylation. Catalysts derived from CoX2(iPrPQpy) convert hydrosilanes and ethylene to vinylsilanes. Related experiments were conducted on propylene to give propenylsilanes.

Noncovalent Interactions in Ir-Catalyzed C-H Activation: L-Shaped Ligand for Para-Selective Borylation of Aromatic Esters

An efficient strategy for the para-selective borylation of aromatic esters is described. For achieving high para-selectivity, a new catalytic system has been developed modifying the core structure of the bipyridine. It has been proposed that the L-shaped ligand is essential to recognize the functionality of the oxygen atom of the ester carbonyl group via noncovalent interaction, which provides an unprecedented controlling factor for para-selective C-H activation/borylation.