8-Fluoro-4-hydroxy-2-methylquinoline

CAS Number 5288-22-2

Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Monomers

8-Fluoro-4-hydroxy-2-methylquinoline MSDS

8-Fluoro-4-hydroxy-2-methylquinoline CAS 5288-22-2

A fluorinated heterocyclic building block

Materials synthesis in application of OLEDs, DSSCs and bioimaging

Overview
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8-Fluoro-4-hydroxy-2-methylquinoline (CAS number 5288-22-2) is consisting of a benzene-fused pyridine (quinoline) with 2-methyl, 4-hydroxyl and 8-fluoro substituents around the quinoline rings. 8-Fluoro-4-hydroxy-2-methylquinoline has multi-functional groups to allow facile reactions such as nucleophilic substitution and enamine condensation with an aldehyde. Quinoline is typically used to synthesize dyes for dye-sensitized solar cells (DSSCs) and OLEDs, due to its conjugated molecular structure. The energy gap of the molecule can be tuned effortlessly by functional group conversions.

The derivatives of quinoline are often bioactive, for instance, quinine is a well-known drug for malaria treatments. The active pharmaceutical ingredients can also be tailored into fluorescent bioimaging substances to monitor cell activities in vitro experiments.

Multiple functional groups

For facile synthesis

Worldwide shipping

Quick and reliable shipping

Fluorinated quinoline building block

For drug discoveries, OLEDs, and solar cells

High purity

>98% High purity

General Information

CAS Number	5288-22-2
Chemical Formula	C₁₀H₈FNO
Full Name	8-Fluoro-2-methyl-4-quinolinol
Molecular Weight	177.18 g/mol
Synonyms	8-Fluoro-2-methylquinolin-4-ol
Classification / Family	Quinoline derivatives, Heterocyclic building block, Fluorinated building block, Dyes, OLEDs, DSSCs

Chemical Structure

Product Details

Purity	>98%
Boiling Point	T_m = 230 °C – 236 °C
Appearance	Pale cream to pale brown powder/crystal

MSDS Documentation

8-Fluoro-4-hydroxy-2-methylquinoline MSDS Sheet

Literature and Reviews

Application of quinoline derivatives in third-generation photovoltaics, G. Lewinska et al., J. Mater. Sci: Mater. Electron., 32, 18451-18456(2021); DOI: 10.1007/s10854-021-06225-6.
Influence of quinoline derivatives in I⁻/I³⁻ redox electrolyte solution on the performance of Ru(II)-dye-sensitized nanocrystalline TiO₂ solar cell, H. Kusama et al., J. Photochem. Photobiol. A: Chem., 165, 157-163(2004); DOI: 10.1016/j.jphotochem.2004.03.013.
Novel Ru(II) sensitizers bearing an unsymmetrical pyridine-quinoline hybrid ligand with extended π-conjugation: synthesis and application in dye-sensitized solar cells, G. Vougioukalakis et al., Dalton Trans., 42, 6582–6591(2013); DOI: 10.1039/c3dt33063j.
Physico-chemical and light-induced properties of quinoline azo-dyes polymers, D. Chomicki et al., Int. J. Mol. Sci., 21, 5755(2020); DOI: 10.3390/ijms21165755.
Theoretical and experimental investigations of large stokes shift fluorophores based on a quinoline scaffold, B. Czaplińska et al., Molecules, 25(11), 2488(2020); DOI: 10.3390/molecules25112488.
Turning a quinoline-based steroidal anticancer agent into fluorescent dye for its tracking by cell imaging, R. Maltais et al., ACS Med. Chem. Lett., 12, 822−826(2021); DOI:10.1021/acsmedchemlett.1c00111.

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