7-Hydroxy-4-(trifluoromethyl)coumarin

CAS Number 575-03-1

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

7-Hydroxy-4-(trifluoromethyl)coumarin MSDS

7-Hydroxy-4-(trifluoromethyl)coumarin CAS 575-03-1

A fluorinated coumarin derived building block

Used as a synthesis intermediate for dyes in applications of DSSCs, OLEDs and sensors

Overview
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7-Hydroxy-4-(trifluoromethyl)coumarin (CAS number 575-03-1), derived from coumarin, is a pyrone fused benzene heterocyclic compound with a hydroxy group at 7-position and a trifluoromethyl substituent at 4-position. By having the electron delocalised core, 7-Hydroxy-4-(trifluoromethyl)coumarin is widely used as dyes and emitters in dye-sensitized solar cells (DSSCs) and OLEDs. 7-Hydroxy-4-(trifluoromethyl)coumarin has a strong binding affinity with H₂S/HS⁻. The fluorescence intensity of 7-hydroxy-4-(trifluoromethyl)coumarin increases after the binding activity, which makes it a chemical sensor for detecting H₂S/HS⁻. The photosensitivity of 7-hydroxy-4-(trifluoromethyl)coumarin is not limited to a specific chemical, but also related to the medium microviscosity and polarity. It allows 7-hydroxy-4-(trifluoromethyl)coumarin to be uses in monitoring chemical reactions such as polymerization.

7-Hydroxy-4-(trifluoromethyl)coumarin has also shown the theoretical possibility of proton transfer/proton shuttling under excitation, based on the change of photoacidity.

Multiple functional groups

For facile synthesis

Fluorinated coumarin building block

For drug discovery, solar cells, and OLEDs

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	575-03-1
Chemical Formula	C₁₀H₅F₃O₃
Full Name	7-Hydroxy-4-trifluoromethylcoumarin
Molecular Weight	230.14 g/mol
Synonyms	4-(Trifluoromethyl)umbelliferone, 7-Hydroxy-4-(trifluoromethyl)-2H-chromen-2-one
Classification / Family	Fluorinated building block, Heterocyclic building block, Dyes, DSSCs, OLED, Sensors

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 178 °C – 180 °C
Appearance	Pale purple powder

MSDS Documentation

7-Hydroxy-4-(trifluoromethyl)coumarin MSDS Sheet

Literature and Reviews

A tyrosinase fluorescent probe with large Stokes shift and high fluorescence enhancement for effective identification of liver cancer cells, Q. Sun et al., Spectrochim. Acta A Mol. Biomol. Spectrosc., 285, 12183(2023); DOI: 10.1016/j.saa.2022.121831.
4-Trifluoromethyl-substituted coumarins with large stokes shifts: synthesis, bioconjugates, and their use in super-resolution fluorescence microscopy, H. Schill et al., Chem. Eur. J., 19, 16556-16565(2013); DOI: 10.1002/chem.201302037.
Concerted electron-proton transfer in the optical excitation of hydrogen-bonded dyes, B. Westlake et al., PNAS, 108, 21(2011); DOI: 10.1073/pnas.1104811108.
Mechanism of interaction of coumarin-based fluorescent molecular probes with polymerizing medium during free radical polymerization of a monomer, I. Kamińska et al., Polym. Test., 55, 310-317(2016); DOI: 10.1016/j.polymertesting.2016.09.013.
Intermolecular proton shuttling in excited state proton transfer reaction: insights from theory, M. Savarese et al., Phys. Chem. Chem. Phys., 16, 8661-8666(2014); DOI: 10.1039/C4CP00068D.
The synthesis, crystal, hydrogen sulfide detection and cell assement of novel chemsensors based on coumarin derivatives, Y. Chen et al., Sci. Rep., 8, 16159(2018); DOI: 10.1038/s41598-018-34331-9.

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