260430-93-1

Basic information

• Product Name: 6-FLUOROQUINOLINE-2-CARBOXALDEHYDE
• Synonyms: 6-FLUOROQUINOLINE-2-CARBOXALDEHYDE;6-FLUOROQUINOLINE-2-CARBALDEHYDE;6-fluoroquinoline-2-carbaldehyde(SALTDATA: FREE);6-Fluoro-2-quinolinecarboxaldehyde
• CAS NO: 260430-93-1
• Molecular Formula: C₁₀H₆FNO
• Molecular Weight: 175.16
• Mol File: 260430-93-1.mol
• Article Data: 26

Chemical Properties

• Melting Point: 113-120℃
• Boiling Point: 318 °C at 760 mmHg
• Flash Point: 146.1 °C
• Appearance: /Solid
• Density: 1.32 g/cm³
• Vapor Pressure: 0.000372mmHg at 25°C
• Refractive Index: 1.659
• Storage Temp.: 2-8°C
• PKA: 2.98±0.43(Predicted)
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 6-FLUOROQUINOLINE-2-CARBOXALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-FLUOROQUINOLINE-2-CARBOXALDEHYDE(260430-93-1)
• EPA Substance Registry System: 6-FLUOROQUINOLINE-2-CARBOXALDEHYDE(260430-93-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 260430-93-1(Hazardous Substances Data)

Usage

General Description

6-Fluoroquinoline-2-carboxaldehyde is a chemical compound with the formula C10H6FNO. It is a derivative of quinoline and belongs to the class of fluoroquinolone antibiotics. 6-FLUOROQUINOLINE-2-CARBOXALDEHYDE is often used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It has important applications in medicinal chemistry, particularly in the development of new drugs for the treatment of bacterial infections. 6-Fluoroquinoline-2-carboxaldehyde is a versatile building block in organic synthesis, making it an important compound in the field of pharmaceutical and chemical research.

InChI:InChI=1/C10H6FNO/c11-8-2-4-10-7(5-8)1-3-9(6-13)12-10/h1-6H

Upstream product

• 1128-61-6 6-fluoro-2-methyl-quinoline 
• 371-40-4 4-fluoroaniline 
• 15912-68-2 6-fluoro-2-methylquinolin-4-ol 

Downstream Products

• 890840-37-6 C₁₇H₁₅FN₂ 

Relevant articles and documents

Synthesis and characterization of iron(II) quinaldate complexes

Treatment of iron(II) chloride or iron(II) bromide with 2 equiv of sodium quinaldate (qn=quinaldate or C10H6NO2 -) yields the coordinatively unsaturated mononuclear iron(II) quinaldate complexes Na[FeII(qn)2Cl]-DMF and Na[Fe II(qn)2Br] · DMF (DMF=N,N-dimethylformamide), respectively. When a similar synthesis is carried out using iron(II) triflate, a solvent-derived linear triiron(II) complex, [FeII 3(qn)6(DNF)2], with two five-coordinate iron(II) centers and a single six-coordinate iron(II) center Is obtained. Each of these species has been characterized using X-ray diffraction. The vibrational features of these complexes are consistent with the observed solid-state structures. Each of these compounds exhibits an iron(II)-to-quinaldate (π*) charge-transfer band between 520 and 550 nm. These metalto-ligand charge-transfer bands are sensitive to substitution of the quinaldates as well as alteration of the first coordination sphere ligands. However, the 1H NMR spectra of these paramagnetic high-spin iron(II) complexes are not consistent with retention of the solid-state structures in a DMF solution. The chemical shifts, longitudinal relaxation times (T 1), relative integrations, and substitution of the quinaldate ligands provide a means to fully assign the 1H NMR spectra of the paramagnetic materials. These spectra are consistent with coordination equilibria between five- and sixcoordinate species in a DMF solution. Electrochemical studies are reported to place these oxygen-sensitive compounds in a broader context with other iron(II) compounds. Iron complexes of bidentate quinoline-2-carboxylate-derived ligands are germane to metabolic pathways, environmental remediation, and catalytic applications.

Visible Light-Driven Decarboxylative Alkylation of Aldehydes via Electron Donor–Acceptor Complexes of Active Esters

There are some synthesis methods from widely available aldehydes to the corresponding ketones, however, they involved in multistep reactions with Grignard’s reagents or transition metal catalysts. In this paper, we have developed photocatalyst-free and visible light-driven decarboxylative alkylation of pyridinaldehydes. The photochemical reactions are initiated via photoinduced single electron transfer from triethylamine to N-hydroxyphthalimide esters in electron donor–acceptor complexes. This photochemical method can achieve to translate 15 pyridinaldehydes and 11 2-quinolinaldehydes to the corresponding ketones. Furthermore, this strategy can also achieve two other transformations, disulfanes to aryl sulfides and a styrene sulfone to the alkyl-substituted alkene.

Rh-Catalyzed Formal [3+2] Cyclization for the Synthesis of 5-Aryl-2-(quinolin-2-yl)oxazoles and Its Applications in Metal Ions Probes

A facile and efficient strategy for the synthesis of 5-aryl-2-(quinolin-2-yl)oxazoles via rhodium-catalyzed formal [3+2] cyclization of 4-aryl-1-tosyl-1H-1,2,3-triazoles with quinoline-2-carbaldehydes has been described. The protocol employs mild conditions and offers good yields of diverse 2,5-aryloxazole derivatives with a broad reaction scope. It is amenable to gram-scale synthesis and easily transformation. Moreover, this 5-aryl-2-(quinolin-2-yl)oxazole skeleton is indeed a new fluorophore and its applications in metal ions probes are also investigated and showed fluorescent responses to mercury ion.

Facile synthesis of 1,3,4-oxadiazoles via iodine promoted oxidative annulation of methyl-azaheteroarenes and hydrazides

An oxidative sp3 C–H bond of methyl-azaheteroarenes protocol was reported for the synthesis of 1,3,4-oxadiazoles via [4 + 1] annulation with hydrazides. This protocol enables 1,3,4-oxadiazole and quinoline linked diheterocycles via selective oxidation of sp3 C–H bond of methyl-azaheteroarenes in the presence of I2-DMSO. The reaction has a broad substrate scope and good functional group tolerance for methyl-azaheteroarenes and hydrazides.