4-Bromodibenzothiophene supplier

Name
4-BROMODIBENZOTHIOPHENE
EINECS 828-272-3
CAS No. 97511-05-2
Article Data15
CAS DataBase
Density 1.611 g/cm³
Solubility
Melting Point 85.0 to 89.0 °C
Formula C₁₂H₇BrS
Boiling Point 386.6 °C at 760 mmHg
Molecular Weight 263.158
Flash Point 187.6 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4-BROMODIBENZOTHIOPHENE
PSA 28.24000
LogP 4.81700

Synthetic route

: 132-65-0
dibenzothiophene

: 97511-05-2
4-bromodibenzothiophene

Conditions

Conditions	Yield
Stage #1: dibenzothiophene With n-butyllithium In tetrahydrofuran at -40 - 0℃; for 7h; Stage #2: With ethylene dibromide In tetrahydrofuran at -78 - 20℃; for 12h;	95%
Stage #1: dibenzothiophene With n-butyllithium In tetrahydrofuran at -40 - 0℃; for 6h; Stage #2: With ethylene dibromide In tetrahydrofuran at -78 - 20℃; for 14h;	71%
Stage #1: dibenzothiophene With n-butyllithium In tetrahydrofuran at -78 - 0℃; Stage #2: With ethylene dibromide In tetrahydrofuran at -78 - 20℃; for 12h;	60%

: 3-bromo-2-(methylsulfinyl)-1,1‘-biphenyl

: 97511-05-2
4-bromodibenzothiophene

Conditions

Conditions	Yield
Stage #1: 3-bromo-2-(methylsulfinyl)-1,1‘-biphenyl With trifluoroacetic acid at 20℃; for 24h; Stage #2: With pyridine In water for 0.5h; Reflux;	88%
Stage #1: 3-bromo-2-(methylsulfinyl)-1,1‘-biphenyl With trifluorormethanesulfonic acid at 20℃; for 24h; Stage #2: With pyridine In water for 0.5h; Reflux;	81%
Stage #1: 3-bromo-2-(methylsulfinyl)-1,1‘-biphenyl With trifluorormethanesulfonic acid In water at 20℃; for 24h; Stage #2: With pyridine In water for 0.5h; Reflux;	81%

: 4-bromo-dibenzo[b,d]thiophene S-oxide

A: 132-65-0
dibenzothiophene

B: 1013-23-6
Dibenzothiophene sulfoxide

C: 97511-05-2
4-bromodibenzothiophene

Conditions

Conditions	Yield
In acetonitrile Quantum yield; Photolysis;

...Expand

: 92-52-4
biphenyl

: 97511-05-2
4-bromodibenzothiophene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aluminium chloride; sulfur 2: butyl lithium; diethyl ether / Behandeln der Reaktionsloesung mit Brom-Dampf in Stickstoff-Strom View Scheme

: 97511-05-2
4-bromodibenzothiophene

: 4-bromo-dibenzo[b,d]thiophene S-oxide

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid In hexane; dichloromethane at -30℃; Inert atmosphere;	99%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -30℃; for 1.5h;	50%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 2h; Inert atmosphere;

: 97511-05-2
4-bromodibenzothiophene

: 168618-42-6
(2-methylsulfanylphenyl)boronic acid

: 4-[2-(methylthio)phenyl]dibenzothiophene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 120℃; for 3h; Suzuki Coupling;	99%

: 97511-05-2
4-bromodibenzothiophene

: (2’-fluoro-[1,1’-biphenyl]2-yl)boronic acid

: 4-(2'-fluoro-[1,1'-biphenyl]-2-yl)dibenzo[b,d]thiophene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol; water; toluene for 18h; Suzuki Coupling; Inert atmosphere; Reflux;	99%

: 97511-05-2
4-bromodibenzothiophene

: 98-80-6
phenylboronic acid

: 98251-31-1
4-phenyldibenzo[b,d]thiophene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 24h; Inert atmosphere;	97%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 100℃; for 18h; Inert atmosphere;	84%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene Reflux;	82%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene Reflux;	82%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 80℃; for 3.5h;

: 97511-05-2
4-bromodibenzothiophene

: 73183-34-3
bis(pinacol)diborane

: 912824-84-1
2-(dibenzo[b,d]thiophen-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane Reflux;	95%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 90℃;	90%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 120℃;	80%

: 97511-05-2
4-bromodibenzothiophene

: C39H33BN4O2

: C45H28N4S

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 12h; Inert atmosphere;	95%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 12h; Inert atmosphere;	92%

: 109-99-9
tetrahydrofuran

: 97511-05-2
4-bromodibenzothiophene

: 2-(dibenzo[b,d]thiophen-4-yl)tetrahydrofuran

Conditions

Conditions	Yield
With bis(acetylacetonate)nickel(II); 5,5'-dimethyl-2,2'-bipyridine; (4-methoxyphenyl)(4-(trifluoromethyl)phenyl)methanone; sodium carbonate at 20℃; for 60h; Schlenk technique; Inert atmosphere; Irradiation; chemoselective reaction;	93%

: 97511-05-2
4-bromodibenzothiophene

: C12H7BrO2S

Conditions

Conditions	Yield
With dihydrogen peroxide; acetic acid In tetrahydrofuran at 80℃; for 2h;	93%

: 97511-05-2
4-bromodibenzothiophene

: 62-53-3
aniline

: 1252914-52-5
N-(dibenzothiophene-4-yl)-N-phenyl-amine

Conditions

Conditions	Yield
Stage #1: 4-bromodibenzothiophene; aniline With sodium t-butanolate In toluene for 1h; Inert atmosphere; Stage #2: With tris-(dibenzylideneacetone)dipalladium(0); tri tert-butylphosphoniumtetrafluoroborate In toluene for 2h; Inert atmosphere; Reflux;	91%
With tri-tert-butyl phosphine; potassium tert-butylate; palladium diacetate In toluene at 100℃; for 10h; Inert atmosphere; Schlenk technique; Sealed tube;	86%
With tri-tert-butyl phosphine; potassium tert-butylate; palladium diacetate In toluene at 100℃; for 7h; Schlenk technique; Inert atmosphere;	77.8%

: 97511-05-2
4-bromodibenzothiophene

: 134-20-3
2-carbomethoxyaniline

: methyl 2-(dibenzo[b,d]thiophen-4-ylamino)benzoate

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; bis[2-(diphenylphosphino)phenyl] ether In toluene at 110℃; Inert atmosphere;	90%
Stage #1: 4-bromodibenzothiophene With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene for 3h; Stage #2: 2-carbomethoxyaniline In toluene Reflux;	86.8%
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene for 24h; Buchwald-Hartwig Coupling; Reflux; Inert atmosphere;

: 97511-05-2
4-bromodibenzothiophene

: 1010068-85-5
(6-phenyldibenzo[b,d]furan-4-yl)boronic acid

: C30H18OS

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene Reflux;	89%

: 97511-05-2
4-bromodibenzothiophene

: 374538-03-1
2-methoxycarbonylphenylboronic acid

: C20H14O2S

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 95 - 100℃; Inert atmosphere;	87.4%

: 97511-05-2
4-bromodibenzothiophene

: 24444-75-5
4-hydroxydibenzothiophene

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium hydroxide; tert-butyl XPhos In 1,4-dioxane; water at 100℃; for 16h;	87%
With sodium hydroxide; copper In water at 240 - 260℃; for 24h; autoclave;	72%

: 97511-05-2
4-bromodibenzothiophene

: C32H21NS

: C44H27NS2

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Inert atmosphere; Reflux;	87%

: 97511-05-2
4-bromodibenzothiophene

: 1115640-18-0
(6-phenyldibenzo[b,d]thiophen-4-yl)boronic acid

: C30H18S2

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene Reflux;	86%

: 97511-05-2
4-bromodibenzothiophene

: C36H21NS4

: C48H27NS5

Conditions

Conditions	Yield
With copper; potassium carbonate In nitrobenzene for 16h; Inert atmosphere; Reflux;	85%

: 97511-05-2
4-bromodibenzothiophene

: 106-45-6
para-thiocresol

: 113525-43-2
4-(p-tolylthio)dibenzo[b,d]thiophene

Conditions

Conditions	Yield
With nickel(II) bromide dimethoxyethane; 4,4'-di-tert-butyl-2,2'-bipyridine; lithium bromide In N,N-dimethyl-formamide at 20℃; for 6h; Electrochemical reaction;	85%

: 97511-05-2
4-bromodibenzothiophene

: 3-chloro-6-(dibenzo[b,d]furan-4-yl)-9H-carbazole

: 3-chloro-6-(dibenzo[b,d]furan-4-yl)-9-(dibenzo[b,d]thiophen-4-yl)-9H-carbazole

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 110℃; for 4h;	85%

: 97511-05-2
4-bromodibenzothiophene

: 7646-85-7
zinc(II) chloride

: C12H7BrSZn

Conditions

Conditions	Yield
With magnesium; fullerene-C60; lithium chloride In tetrahydrofuran; 1,2-dimethoxyethane at 25℃; for 1h; Schlenk technique; Inert atmosphere;	84%

: 97511-05-2
4-bromodibenzothiophene

: C36H23NOS

: C48H29NOS2

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Reflux; Inert atmosphere;	84%

: 97511-05-2
4-bromodibenzothiophene

: 1226810-15-6
2-(carbazol-9-yl)-9H-carbazole

: 9-(dibenzo[b,d]thiophen-4-yl)-9H-2,9'-bicarbazole

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene for 24h; Reflux; Inert atmosphere;	83%

: 15226-74-1, 61091-28-9, 61117-58-6
dicobalt octacarbonyl

: 97511-05-2
4-bromodibenzothiophene

: 197571-97-4
dibenzo[b,d]thiophene-4-carboxamide

Conditions

Conditions	Yield
With 1H-imidazole; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; ammonium chloride; N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 90℃; for 3h; Sealed tube;	82%

: 97511-05-2
4-bromodibenzothiophene

: 121-43-7
Trimethyl borate

: 108847-20-7
4-dibenzothiophene boronic acid

Conditions

Conditions	Yield
Stage #1: 4-bromodibenzothiophene With n-butyllithium In tetrahydrofuran at -78 - 0℃; for 1h; Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 20℃; for 12h;	82%
Stage #1: 4-bromodibenzothiophene With n-butyllithium In tetrahydrofuran for 2h; Cooling with acetone-dry ice; Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 0℃; for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 0 - 20℃; for 8h;
Stage #1: 4-bromodibenzothiophene With n-butyllithium at -78 - 0℃; Stage #2: Trimethyl borate at -78 - 20℃; Stage #3: With hydrogenchloride In water at 0 - 20℃;

: 97511-05-2
4-bromodibenzothiophene

: C18H13NS2

: C30H19NS3

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 6h; Inert atmosphere; Reflux;	81%

: 97511-05-2
4-bromodibenzothiophene

: 4-(phenanthren-9-yl)aniline

: C32H21NS

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene Reflux; Inert atmosphere;	81%

: 97511-05-2
4-bromodibenzothiophene

: 18628-07-4
9-(9H-carbazol-3-yl)-9H-carbazole

: 9-(dibenzo[b,d]thiophen-4-yl)-9H-3,9'-bicarbazole

Conditions

Conditions	Yield
With copper(l) iodide; XPhos In 5,5-dimethyl-1,3-cyclohexadiene for 216h; Inert atmosphere; Reflux;	81%
With potassium phosphate; copper(l) iodide; rac-diaminocyclohexane In 5,5-dimethyl-1,3-cyclohexadiene for 576h; Inert atmosphere; Reflux;	81%

: 97511-05-2
4-bromodibenzothiophene

: C45H36BN3O2

: C51H31N3S

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene Reflux;	80%

: 97511-05-2
4-bromodibenzothiophene

: 3-chloro-6-(dibenzo[b,d]furan-3-yl)-9H-carbazole

: 3-chloro-6-(dibenzo[b,d]furan-3-yl)-9-(dibenzo[b,d]thiophen-4-yl)-9H-carbazole

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 110℃; for 4h;	80%

4-Bromodibenzothiophene Specification

The CAS register number of 4-Bromodibenzothiophene is 97511-05-2. It also can be called as Dibenzothiophene,4-bromo- and the systematic name about this chemical is 4-bromodibenzo[b,d]thiophene. The molecular formula about this chemical is C₁₂H₇BrS and the molecular weight is 263.15.

Physical properties about 4-Bromodibenzothiophene are: (1)ACD/LogP: 5.15; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.15; (4)ACD/LogD (pH 7.4): 5.15; (5)ACD/BCF (pH 5.5): 4845.1; (6)ACD/BCF (pH 7.4): 4845.1; (7)ACD/KOC (pH 5.5): 15119.35; (8)ACD/KOC (pH 7.4): 15119.35; (9)Polar Surface Area: 28.24Å²; (10)Index of Refraction: 1.772; (11)Molar Refractivity: 68.01 cm³; (12)Molar Volume: 163.3 cm³; (13)Polarizability: 26.96x10^-24cm³; (14)Surface Tension: 56.9 dyne/cm; (15)Enthalpy of Vaporization: 61.07 kJ/mol; (16)Boiling Point: 386.6 °C at 760 mmHg; (17)Vapour Pressure: 7.78E-06 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc2cccc1c3c(sc12)cccc3
(2)InChI: InChI=1/C12H7BrS/c13-10-6-3-5-9-8-4-1-2-7-11(8)14-12(9)10/h1-7H
(3)InChIKey: GJXAVNQWIVUQOD-UHFFFAOYAL
(4)Std. InChI: InChI=1S/C12H7BrS/c13-10-6-3-5-9-8-4-1-2-7-11(8)14-12(9)10/h1-7H
(5)Std. InChIKey: GJXAVNQWIVUQOD-UHFFFAOYSA-N

Product Name

4-BROMODIBENZOTHIOPHENE

Synthetic route

4-Bromodibenzothiophene Specification

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