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Product Code B1631-10g
Price £95 ex. VAT

A fluorinated heterocyclic building block

Used as a synthesis intermediate for photosensitizers in application of photoredox catalytic reactions and OLEDs

Specifications | MSDS | Literature and Reviews

2-(Trifluoromethyl)thioxanthen-9-one (CAS number 1693-28-3) is a trifluoromethyl substituted thioxanthenone/thioxanthone, a sulphur analogue of xanthone. The ketone on 2-(trifluoromethyl)thioxanthen-9-one is prone to nucleophilic reactions for molecular functionalization. Axially chiral thioxanthenes can be synthesized with this method (with organolithium compounds), exhibiting circularly polarized luminescence (CPL) with dissymmetry factor of 3.0×10−3 and maximum external quantum efficiency of 20.0% in circularly polarized OLEDs. The sulfide group can be oxidised to sulfone with oxidizing agent such as hydrogen peroxide and meta-chloroperoxybenzoic acid, for tuning the energy band gap of the molecule.

2-(Trifluoromethyl)thioxanthen-9-one is also desired of use as a triplet photosensitizer in photoredox catalytic reactions such as cycloaddition and nickel-catalyzed aryl esterification.

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated pyridone building block

For drug discovery, photocatalysts, and OLEDs

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High purity 1693-28-3

High purity

>98% High purity

General Information

CAS Number 1693-28-3
Chemical Formula C14H7F3O3S
Full Name 2-(Trifluoromethyl)-9H-thioxanthen-9-one
Molecular Weight 280.26 g/mol
Synonyms 2-Trifluoromethylthioxanthone
Classification / Family Fluorinated building blocks, Heterocyclic building blocks, Photosensitizers, OLEDs, Photoredox reactions, Photocatalysts

Chemical Structure

2-(Trifluoromethyl)thioxanthen-9-one chemical structure, CAS 1693-28-3
2-(Trifluoromethyl)thioxanthen-9-one chemical structure, CAS 1693-28-3

Product Details

Purity 98%
Melting Point Tm = 147 °C – 151 °C
Appearance White powder

MSDS Documentation

2-(Trifluoromethyl)thioxanthen-9-one2-(Trifluoromethyl)thioxanthen-9-one MSDS Sheet

Literature and Reviews

  1. Arene activation through iminium ions: product diversity from intramolecular photocycloaddition reactions, J. Proessdorf et al., Angew. Chem. Int. Ed., 61, e202208329(2022); DOI: 10.1002/anie.202208329.
  2. Novel thermally activated delayed fluorescence materials-thioxanthione derivatives and their applications for highly efficient OLEDs, H. Wang et al., Adv. Mater., 26, 5198–5204(2014); DOI: 10.1002/adma.201401393.
  3. Chiral spiro-axis induced blue thermally activated delayed fluorescence material for efficient circularly polarized OLEDs with low efficiency roll-off, Y.-P. Zhang et al., Angew. Chem. Int. Ed., 60(15), 8435–8440(2021); DOI: 10.1002/anie.202015411.
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