2-(Trifluoromethyl)thioxanthen-9-one

CAS Number 1693-28-3

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

2-(Trifluoromethyl)thioxanthen-9-one MSDS

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

A fluorinated heterocyclic building block

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

Overview
Related Products

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

For facile synthesis

Fluorinated pyridone building block

For drug discovery, photocatalysts, and OLEDs

Worldwide shipping

Quick and reliable shipping

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

Product Details

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

MSDS Documentation

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

Literature and Reviews

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.
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.
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.
Visible light driven, nickel-catalyzed aryl esterification using a triplet photosensitizer thioxanthen-9-one, D.-L. Zhu et al., Org. Chem. Front., 6, 2353-2359(2019); DOI: 10.1039/C9QO00536F.
Tailoring valence tautomerism by using redox potentials: studies on ferrocene-based triarylmethylium dyes with electron-poor fluorenylium and thioxanthylium acceptors, L. Casper et al., Chem. Eur. J., 27, 10854–10868(2021); DOI: 10.1002/chem.202101032.

Related Products

We stock a wide range of monomers available to purchase online. Please contact us if you cannot find what you are looking for.

BDD

From £240

Benzodithiophene-2THBr-4EH

From £440

BDTOEHSn

From £220

BDTT

From £370

BDTT-F-Sn

From £500

BDTT-Cl-Sn

From £440

BDT-Th(TPS)-Sn

From £300

D18-2Br

From £400

2-Ethylhexyl 4,6-dibromo-3-fluorothieno[3,4-b]thiophene-2-carboxylate

From £260

TPD-C8

Price £155

2,1,3-Benzothiadiazole-4,7-bis(boronic acid pinacol ester)

From £105

2,2'-bithiophene

From £64

2,2'-bithiophene-5-carbonitrile

Price £330

2,5-bis(trimethylstannyl)-thieno[3,2-b]thiophene

From £180

5,5'-bis(trimethylstannyl)-2,2'-bithiophene

From £180

3,3'-Difluoro-5,5'-bis(trimethylstannyl)-2,2'-bithiophene

From £280

2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene

From £260

CDT-EH-Sn

From £400

DTS-EH-Sn

From £400

2,7-Dibromo-9,9-bis[3,3'-(N,N-dimethylamino)-propyl]fluorene

From £170

2,7-Dibromocarbazole

From £60

2-Bromotriphenylene

From £130

2ClIC

From £360

2FIC

From £360

3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

From £260

2HIC, 3-(Dicyanomethylidene)indan-1-one

From £310

3-Hexylthiophene

Price £180

PCE11 Monomer

From £480

BBT-2C6ThBr

From £330

Bromothiophene Benzothiadiazole

From £155

4,7-Dibromo-2,1,3-benzothiadiazole

From £72

4,7-Dibromo-5,6-difluoro-2,1,3-benzothiadiazole

From £210

4H-Cyclopenta[1,2-b:5,4-b']dithiophene

From £170

9,9-Dioctyl-2,7-dibromofluorene

Price £80

2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Price £210

9-(heptadecan-9-yl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

From £220

Benzo[1,2-b:4,5-b']dithiophene-4,8-dione

From £200

BPPTRZ-2Cl

From £130

DFBTA-2ThBr-HD

From £310

DPP-BO-2ThBr

Price £250

DPP-EH-2ThBr

From £250

DPP-HD-2ThBr

From £250

DPPDPy2Br

From £210

EHOThCHO-Br

From £330

EHThCHO-Br

From £200

ICz-Br

From £180

IDTB6-2CHO

From £300

IDTTB6-2CHO

From £380

NDI-2HD-2Br

From £350

NDI-2OD-2Br

From £350

PTRZ-2Cl

From £160

Quinoxaline-2PhO-2Br

Price £370

Thienothiophene, Thieno[3,2-b]thiophene

From £64

Thieno[3,2-b]thiophene-2-carbonitrile

From £130

TTP-TTI-2CHO

From £660

Ethyl 2,5-dibromothiophene-3-carboxylate

From £130

2,5-Dibromo-3-chlorothiophene

From £130

MeHDOQx-DBrDF

From £520

HDOQx-DBrDF

From £520

BT-C14-2Br

From £250

FIC

From £220

Br-BT-CHO

From £200

ClIC

From £220

BrIC

From £220

IDTB6-2Sn

From £350

IDTB6-2Br

From £350

IDTTB6-2Br

From £400

IDTTB6-2Sn

From £260

BT-C12-2Br

From £170

BT-HD-2Br

From £300

DTT, Dithieno[3,2-b:2′,3′-d]thiophene

From £220

5,5'-Dibromo-2,2'-bithiophene

From £76

3,3'-Dibromo-2,2'-bithiophene

From £170

3,6-Dibromothieno[3,2-b]thiophene (TT36)

From £240

3TCN-HD-2Br

From £370

2,3,5,6-Tetrabromothieno[3,2-b]thiophene

From £100

3,3′,5,5′-Tetrabromo-2,2′-bithiophene

From £145

5,5′′-Dibromo-2,2′:5′,2′′-terthiophene

From £120

2,2′:5′,2′′-Terthiophene

From £185

2,6-Dibromodithieno[3,2-b:2′,3′-d]thiophene

From £185

3,4-(2,2-Dimethylpropylenedioxy)thiophene

From £190

2,7-Dibromophenanthrene-9,10-dione

From £170

9,9′-Spirobifluorene

From £155

2,2′,7,7′-Tetrabromo-9,9′-spirobifluorene

From £185

2,7-Dibromo-9,9′-spirobifluorene

From £185

3,7-Dibromodibenzothiophene 5,5-dioxide

From £180

2,8-Dibromodibenzothiophene

From £210

6,6′-Dibromoisoindigo

From £125

2,5-Dihydro-3,6-di-2-thienyl-pyrrolo[3,4-c]pyrrole-1,4-dione

From £210

6,9-bis(5-bromo-4-(2-butyloctyl)thiophen-2-yl)dithieno[3,2-f:2',3'-h]quinoxaline

From £300

N,N-Bis(4-bromophenyl)-2,4,6-trimethylaniline

From £140

5,5'-Dibromo-3,3'-bis(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-2,2'-bithiophene

From £240

3,6-Di-tert-butylcarbazole

From £105

3,6-Diphenylcarbazole

From £105

Indolo[3,2-b]carbazole

From £160

10,15-Dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole

From £175

2-Bromo-9H-carbazole

From £170

3-Bromo-9H-carbazole

From £145

1,4-Dibromonaphthalene

From £195

2-Bromonaphthalene

From £80

2-Bromodibenzothiophene

From £115

1,5-Dibromonaphthalene

From £85

2-Decylthiophene

From £230

2,3-Dibromonaphthalene

From £90

2-Dodecylthiophene

From £230

1,8-Dibromonaphthalene

From £120

Tetrabromothiophene

From £130

9,10-Dibromoanthracene

From £105

2,7-Dibromonaphthalene

From £150

9-Bromoanthracene

From £80

2,6-Dibromonaphthalene

From £185

2-Bromo-6-fluoronaphthalene

From £130

2-Bromoanthracene

From £200

SA4, Volatile Solid Additive, DIO Replacement

From £210

2,5-Dibromo-3,4-dinitrothiophene

From £130

4,4'-Dibromo-2,2'-bipyridine

From £200

4,4'-Dibromo-2,2'-dinitrobiphenyl

From £200

5,5'-dibromo-3,3'-difluoro-2,2'-bithiophene

From £250

2,2′-Bipyridine-4,4′-dicarboxylic acid

£175
From £175

2,6-Dihydroxyanthraquinone

From £140

4,4'-Dimethyl-2,2'-bipyridyl

From £72

2,2′-Bipyridine-5,5′-dicarboxylic acid

£110
From £110

5,5'-Bis(trifluoromethyl)-2,2'-bipyridine

From £210

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

From £115

4-Fluoro-1H-indazole

From £72

2,6-Dibromoanthraquinone

From £110

5,5'-Dimethyl-2,2'-bipyridine

From £110

2-Bromo-5-decylthiophene

From £115

4-(Trifluoromethyl)-2-pyridone

From £72

2-Bromo-5-dodecylthiophene

From £76

5,5'-Dibromo-2,2'-bipyridine

From £115

5,5'-Dibromo-4,4'-dihexyl-2,2'-bithiophene

From £280

3,3-Difluoroazetidine hydrochloride

Price £170

2-(Difluoromethyl)benzimidazole

From £115

Indolo[2,3-a]carbazole

From £145

3,3'-Bicarbazole

From £200

6-Fluoro-4-chromanone

From £120

2,4,6-Trimethyl-N,N-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)aniline

From £190

5-Bromo-3-fluorosalicylaldehyde

From £110

4-Butyl-N,N-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-4-phenyl)aniline

From £200

Ethyl (4-fluorobenzoyl)acetate

From £110

2,4,6-Trifluoronitrobenzene

From £74

(5S)-(−)-5-(Trifluoromethyl)-2-pyrrolidinone

From £145

8-Fluoro-4-hydroxy-2-methylquinoline

From £95

6-Chloro-8-fluoroquinoline

From £80

4-Bromo-8-fluoroquinoline

From £135

4-Chloro-7-trifluoromethylquinoline-3-carboxylic acid ethyl ester

From £145

2-(2,4-Difluorophenyl)-5-methylpyridine

From £130

2-(2,4-Difluorophenyl)-5-fluoropyridine

From £105

3,3',4,4'-Benzophenonetetracarboxylic dianhydride (BTDA)

£76
From £76

2,2-Bis[4-(4-aminophenoxy)phenyl]propane (BAPP)

£56
From £56

1,4-Bis(4-aminophenoxy)benzene (TPE-Q)

£76
From £76

4,4'-Oxydiphthalic anhydride (ODPA)

£76
From £76

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane (6FAP)

£76
From £76

9,9-Bis(4-aminophenyl)fluorene (FDA)

From £100

4,4'-(4,4'-isopropylidenediphenoxy)bis-(phthalic anhydride) (BPADA)

£76
From £76

2,2'-Bis(trifluoromethyl)benzidine (TFMB)

£76
From £76

4,4'-(1,3-Phenylenedioxy)dianiline (TPE-R)

£70
From £70

2,2'-Dimethyl[1,1'-biphenyl]-4,4'-diamine

£76
From £76

3,4'-Oxydianiline (3,4'-ODA)

£90
From £90

1,2,4,5-cyclohexanetetracarboxylic dianhydride (HPMDA)

£76
From £76

4,4'-Bis(4-aminophenoxy)biphenyl (BAPB)

£76
From £76

4,4'-(Hexafluoroisopropylidene)diphthalic anhydride (6FDA)

£90
From £90

1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene (6FAPB)

£76
From £76

2,2-Bis[4-(4-aminophenoxy)phenyl]hexafluoropropane (4-BDAF)

£76
From £76

2,2'-Bis(trifluoromethyl)-4,4'-diaminodiphenyl ether (6FODA)

£76
From £76

1,2,3,4-Butanetetracarboxylic dianhydride (BDA)

£110
From £110

Bicyclo(2.2.2)oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride (COeDA)

£110
From £110

4,4'-Bis(3-aminophenoxy)biphenyl (43BAPOBP)

£90
From £90

2,3,3',4'-Biphenyltetracarboxylic dianhydride (a-BPDA)

From £80

Dicyclohexyl-3,4,3',4'-tetracarboxylic dianhydride (HBPDA)

From £100

4-Phenylethynylphthalic anhydride (PEPA)

From £110

4-Bromo-N-(4-bromophenyl)-N-(4-(sec-butyl)phenyl)aniline

From £220

2,2-Bis(3-(3-aminobenzoylamino)-4-hydroxyphenyl)hexafluoropropane (m-6FDAP)

£130
From £130

p-6FDAP

£110
From £110

AB-TFMB

£90
From £90

2-Fluoro-9H-carbazole

From £135

7-Hydroxy-4-(trifluoromethyl)coumarin

From £56

7-(Diethylamino)-4-(trifluoromethyl)coumarin

From £110

2-Furoyltrifluoroacetone

From £100

5-(Trifluoromethyl)-2-pyridone

From £100

3-(Trifluoromethyl)-2-pyridone

From £100

1-[2-(Trifluoromethyl)phenyl]imidazole

From £175

4-(Trifluoromethyl)-1H-imidazole

From £165

4-Fluoroindole

From £100

3-(4-Fluorophenyl)-1-isopropylindole

From £100

7-Fluoroindole

From £170

5-Fluoroindole

From £100

6-Fluoroindole

From £80

6-Fluoroindole-2-carboxylic acid

From £105

5-(Trifluoromethoxy)isatin

From £115

5-Fluorooxindole

From £200

5-Fluoroisatin

From £76

Benzyl (3-Fluoro-4-morpholinophenyl)carbamate

From £100

3-Fluoro-4-morpholinoaniline

From £100

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

From £115

6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride

From £80

1-(tert-Butoxycarbonyl)-3-fluoro-4-piperidone

From £90

5-Bromo-2-fluoropyridine

From £105

4,4′-Bis(trifluoromethyl)-2,2′-bipyridine

From £100

2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone

From £100

2,4-Difluorobenzonitrile

From £66

2-Amino-4-fluorophenol

From £56

4-Fluoro-3-nitrobenzoic acid

From £66

3,3-Difluoropyrrolidine hydrochloride

From £110

2-Fluoroadenine

From £90

4-Bromo-2,6-difluoroaniline

From £76

(R)-(−)-3-Fluoropyrrolidine hydrochloride

From £72

5-Fluorosalicylic acid

From £110

Methyl pentafluorobenzoate

From £76

(S)-(+)-3-Fluoropyrrolidine hydrochloride

From £80

N-Boc-trans-4-fluoro-L-proline

From £76

Bis(4-fluorophenyl)methanol

From £105

2-Fluoro-5-nitrobenzonitrile

From £72

2-Bromo-6-fluorobenzaldehyde

From £100

2-Chloro-5-fluoropyrimidine

From £100

3-Fluoro-2-hydroxybenzaldehyde

From £110

2-Bromo-4-fluoropyridine

From £125

6-Fluoronicotinic acid

From £76

3,5-Difluorobenzonitrile

From £65

1-Bis(4-fluorophenyl)methyl piperazine

From £80

2-Fluoro-5-nitrobenzoic acid

From £65

4-Fluorobenzenesulfonamide

From £65

3,4,5-Trifluoroaniline

From £55

4-Fluororesorcinol

From £70

2-Bromo-3′-fluoroacetophenone

From £116

3,4,5-Trifluorobenzoic acid

From £90

N-Boc-4,4-difluoro-L-proline

From £70

2-Fluoro-4-(trifluoromethyl)aniline

From £90

2,6-Dichloro-5-fluoro-3-pyridinecarbonitrile

From £90

4-Fluoro-β-nitrostyrene

From £90

2,2-Difluorocyclopropanecarboxylic acid

From £90

3,3-Difluoropiperidine hydrochloride

From £60

α,α-Difluorophenylacetic acid

From £70

3-Fluoro-4-hydroxybenzaldehyde

From £80

2-Amino-3-fluoropyridine

From £80

3-Fluoro-2-pyridinecarbonitrile

From £70

2-Bromo-4-fluorobenzonitrile

From £80

3′-Fluoro-4′-methoxyacetophenone

Price £90

3-Fluoro-p-anisidine

From £90

2-Amino-6-fluorobenzonitrile

From £90

3-Fluoro-2-methylbenzoic acid

From £90

2-Fluoro-4-nitroaniline

From £70

4-Chloro-3-fluoroaniline

From £50

2,4,5-Trifluorobenzonitrile

From £80

4-Fluoro-2-methylphenol

From £60

2-Amino-5-fluorobenzonitrile

From £80

3-Fluorobenzoic hydrazide

From £100

2-Fluoro-3-methoxybenzaldehyde

From £137