4-Bromotriphenylamine supplier

Name
4-Bromotriphenylamine
EINECS 628-532-4
CAS No. 36809-26-4
Article Data132
CAS DataBase
Density 1.369 g/cm³
Solubility
Melting Point 108-112 °C(lit.)
Formula C₁₈H₁₄BrN
Boiling Point 419.1 °C at 760 mmHg
Molecular Weight 324.22
Flash Point 207.3 °C
Transport Information
Appearance whit powder or crystal
Safety 26-36/37
Risk Codes 22-36/37/38-43
Molecular Structure
Hazard Symbols Xn
Synonyms Triphenylamine,4-bromo- (6CI);(4-Bromophenyl)diphenylamine;1-Bromo-4-(N,N-diphenylamino)benzene;4-(Diphenylamino)-1-bromobenzene;4-Bromo-N,N-diphenylaniline;
PSA 3.24000
LogP 5.91890

Synthetic route

: 589-87-7
1,4-bromoiodobenzene

: 122-39-4
diphenylamine

A: 14118-16-2
N,N,N',N'-tetraphenyl-p-phenylenediamine

B: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
With copper(l) iodide; sodium t-butanolate In tetrahydrofuran at 60℃; for 12h; Catalytic behavior; Reagent/catalyst; Temperature; Ullmann Condensation; Inert atmosphere; chemoselective reaction;	A n/a B 98%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tri-tert-butyl phosphine; sodium t-butanolate; triethylamine In hexane; toluene at 20℃; for 4h;	A 25% B 45%

...Expand

: 603-34-9
N,N-diphenylaminobenzene

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrachloromethane for 4h; Reflux;	94%
With N-Bromosuccinimide In tetrachloromethane for 4h; Heating;	93%
With N-Bromosuccinimide In tetrachloromethane for 4h; Inert atmosphere; Reflux;	93%

: 108-86-1
bromobenzene

: 106-40-1
4-bromo-aniline

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 115℃; for 10h; Inert atmosphere;	91%
With (2-chloro-(5-trifluoromethylphenyl)pyridin-2-ylethylamine)(triphenylphosphine)copper(I) perchlorate; potassium tert-butylate In toluene at 90℃; for 12h; Inert atmosphere;	65%
With C39H33CuF3N2P2(1+)*ClO4(1-); potassium tert-butylate In toluene at 90℃; for 12h; Inert atmosphere;	64%

: 591-50-4
iodobenzene

: 106-40-1
4-bromo-aniline

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
With copper chromium oxide; potassium hydroxide In toluene for 10h; Ullmann Condensation; Inert atmosphere; Reflux; Green chemistry;	84%
With 1,10-Phenanthroline; copper(I) iodide; potassium hydroxide In toluene for 12h; Ullmann Condensation; Inert atmosphere; Reflux; Green chemistry;	77%
With 1,10-Phenanthroline; copper(l) chloride; potassium hydroxide In toluene Ullmann Condensation; Inert atmosphere; Dean-Stark; Reflux;	74%

: 589-87-7
1,4-bromoiodobenzene

: 122-39-4
diphenylamine

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 70℃;	80%
With palladium diacetate; sodium t-butanolate In toluene Reflux; Inert atmosphere;	79%
With palladium diacetate; sodium t-butanolate In toluene Inert atmosphere;	78%

: 106-37-6
1.4-dibromobenzene

: 122-39-4
diphenylamine

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
With 1,1'-bis(diphenylphosphino)ferrocene; palladium diacetate; sodium t-butanolate In toluene at 90℃; for 15h; Buchwald-Hartwig coupling; Inert atmosphere;	65%
With 1,10-Phenanthroline; potassium hydroxide; copper(I) bromide In o-xylene for 72h; Ullmann reaction; Inert atmosphere; Reflux;	63.5%
Stage #1: 1.4-dibromobenzene With tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis(diphenylphosphino)ferrocene; sodium t-butanolate In toluene at 25℃; for 0.25h; Stage #2: diphenylamine In toluene at 90℃; for 15h;	59%

: 591-50-4
iodobenzene

: 20562-66-7
Phenanthroline

: 106-40-1
4-bromo-aniline

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
With potassium hydroxide	65%

...Expand

: 589-87-7
1,4-bromoiodobenzene

: 95-50-1
1,2-dichloro-benzene

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
With copper; potassium carbonate; diphenylamine	35%

: 591-50-4
iodobenzene

: 586-78-7
para-nitrophenyl bromide

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
(i) Cu, (heating), (ii) Zn, AcOH; Multistep reaction;

: 589-87-7
1,4-bromoiodobenzene

: 12775-96-1, 15158-11-9, 15721-63-8, 16941-75-6, 17493-86-6, 19498-52-3, 20499-83-6, 20499-84-7, 20499-85-8, 20499-86-9, 20573-10-8, 20573-11-9, 21595-51-7, 21595-52-8, 22206-52-6, 26445-28-3, 28959-95-7, 37362-93-9, 39417-05-5, 54603-16-6, 54603-23-5, 54603-32-6, 54603-40-6, 54603-48-4, 54603-81-5, 54603-89-3, 56316-56-4, 95985-91-4, 122297-32-9, 7440-50-8
copper

: 122-39-4
diphenylamine

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
With potassium carbonate In methanol; hexane; toluene; decalin

...Expand

: 591-50-4
iodobenzene

resin-bound 3-nitrophenylboronic acid: resin-bound 3-nitrophenylboronic acid

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent / cesium carbonate; Cu(PPh3)3Br / toluene / 24 h / 110 °C 2: 54 percent / cesium carbonate; Cu(PPh3)3Br / toluene / 24 h / 120 °C View Scheme

: 62-53-3
aniline

[Pd(η3-allyl){1,2-diphenyl-3,4-bis[(2,4,6-tri-tert-butylphenyl)phosphinidene]cyclobutene}]CF3SO3: [Pd(η3-allyl){1,2-diphenyl-3,4-bis[(2,4,6-tri-tert-butylphenyl)phosphinidene]cyclobutene}]CF3SO3

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent / cesium carbonate; Cu(PPh3)3Br / toluene / 24 h / 110 °C 2: 54 percent / cesium carbonate; Cu(PPh3)3Br / toluene / 24 h / 120 °C View Scheme

: 108-86-1
bromobenzene

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine / toluene / 40 °C 2: sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine / toluene / 70 °C View Scheme
Multi-step reaction with 2 steps 1: triphenylphosphine; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate / toluene / 24 h / 100 °C 2: triphenylphosphine; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate / toluene / 24 h / 100 °C View Scheme

: 62-53-3
aniline

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine / toluene / 40 °C 2: sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine / toluene / 70 °C View Scheme
Multi-step reaction with 2 steps 1: triphenylphosphine; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate / toluene / 24 h / 100 °C 2: triphenylphosphine; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate / toluene / 24 h / 100 °C View Scheme

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 54663-78-4
tributyl(thien-2-yl)stannane

: N,N-diphenyl-4-(thiophen-2-yl)aniline

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In toluene at 110℃; for 24h; Stille Cross Coupling; Inert atmosphere;	100%
With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 90℃; for 24h; Stille coupling; Inert atmosphere;	80%
With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 100℃; for 20h; Inert atmosphere;	78%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 847978-62-5
4-[N-(4-bromophenyl)-N-phenylamine]benzaldehyde

Conditions

Conditions	Yield
Stage #1: 4-N,N-diphenylamino-1-bromobenzene; N,N-dimethyl-formamide With trichlorophosphate at 0 - 50℃; Vilsmeier-Haack reaction; Inert atmosphere; Stage #2: With water; sodium hydroxide In N,N-dimethyl-formamide at 70℃; Vilsmeier-Haack reaction; Inert atmosphere; Cooling;	99.4%
With trichlorophosphate In N,N-dimethyl-formamide at 60℃; for 2h; Vilsmeier-Haack Formylation;	93%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate for 0.333333h; Vilsmeier-Haack Formylation; Cooling with ice; Stage #2: 4-N,N-diphenylamino-1-bromobenzene at 0 - 110℃; for 7h;	93%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 13922-41-3
1-Naphthylboronic acid

: 1160294-75-6
1-(4'-(N,N-diphenylamino)phenyl)naphthalene

Conditions

Conditions	Yield
With potassium carbonate; palladium diacetate; tris-(o-tolyl)phosphine In ethanol; water; toluene at 90℃; for 2h; Suzuki Coupling;	99%
With potassium carbonate; tris-(o-tolyl)phosphine; palladium diacetate In ethanol; toluene at 90℃; for 2h; Inert atmosphere;	99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 70℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere;	85%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,2-dimethoxyethane; water at 90℃; for 12h; Inert atmosphere;

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 17425-91-1
N-(trimethylsilyl)-diphenylamine

: 14118-16-2
N,N,N',N'-tetraphenyl-p-phenylenediamine

Conditions

Conditions	Yield
With cesium fluoride; bis(dibenzylideneacetone)-palladium(0); XPhos at 100℃; for 3h; Inert atmosphere;	99%
With cesium fluoride; bis(dibenzylideneacetone)-palladium(0); XPhos at 100℃; for 3h; Inert atmosphere;	99%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 344782-48-5
N4,N4’-bis(4-bromophenyl)-N4,N4’-diphenyl-[1,1'-biphenyl]-4,4'-diamine

Conditions

Conditions	Yield
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With methanesulfonic acid In dichloromethane at 0℃; Stage #2: With chloranil In dichloromethane at 0 - 20℃; for 0.0166667h;	99%
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With methanesulfonic acid In dichloromethane at 0℃; Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane	99%
With tungsten(VI) chloride In dichloromethane Inert atmosphere;	50%

: 5419-55-6
Triisopropyl borate

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 7732-18-5
water

: 201802-67-7
4-(diphenylamino)phenyl boronic acid

Conditions

Conditions	Yield
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With n-butyllithium In tetrahydrofuran; hexane at -60℃; for 3h; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane for 0.5h; Stage #3: water In tetrahydrofuran; hexane for 1h;	99%
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h; Stage #2: Triisopropyl borate In diethyl ether; hexane at -78 - 20℃; Stage #3: water With hydrogenchloride	80%
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With n-butyllithium In tetrahydrofuran; hexane at -60℃; for 3.5h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -60℃; Inert atmosphere; Stage #3: water In toluene	160 g
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With n-butyllithium In tetrahydrofuran; hexane for 3h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane for 1h; Inert atmosphere; Stage #3: water In tetrahydrofuran; hexane	160 g

...Expand

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 74367-40-1
N-(trimethylsilyl)-9H-carbazole

: 212385-56-3
4-(9H-carbazol-9-yl)-N,N-diphenylaniline

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); 1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene hydrochloride; potassium tert-butylate; sodium acetate at 100℃; for 18h; Inert atmosphere;	99%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 811-68-7
silver(I) trifluoromethanethiolate

: 1333415-79-4
N,N-diphenyl-4-((trifluoromethyl)thio)aniline

Conditions

Conditions	Yield
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In toluene at 80℃; for 0.0166667h; Inert atmosphere; Stage #2: silver(I) trifluoromethanethiolate With N,N,N-triethylbenzenaminium iodide In toluene at 80℃; for 2h; Inert atmosphere;	98%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 1066-54-2
trimethylsilylacetylene

: 205877-25-4
N,N-diphenyl-4-[(trimethylsilyl)ethynyl]benzenamine

Conditions

Conditions	Yield
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; triphenylphosphine for 0.25h; Microwave irradiation; Inert atmosphere; Stage #2: trimethylsilylacetylene With triethylamine at 80℃; Microwave irradiation; Inert atmosphere;	97.3%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In toluene at 80℃; Sonogashira coupling; Inert atmosphere;	95.4%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 70℃; for 3h; Sonogashira Cross-Coupling; Sealed tube; Inert atmosphere;	94%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 62-53-3
aniline

: 19606-98-5
N,N,N'-triphenyl-p-phenylenediamine

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 80℃; for 6h; Molecular sieve; Heating / reflux;	97%
With caesium carbonate; triphenylphosphine; sodium t-butanolate In toluene at 80℃; for 8h; Inert atmosphere;	91%
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In toluene for 12h; Heating / reflux;	85%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 73183-34-3
bis(pinacol)diborane

: 267221-88-5
4-(diphenylamino)phenylboronic pinacol ester

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane for 24h; Inert atmosphere; Reflux;	97%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 85℃; for 16h; Miyaura Borylation Reaction;	95%
With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In dimethyl sulfoxide at 80℃; for 6h;	89%

: 1777-03-3
2-triethylsilylacetylene

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 1440427-03-1
N,N-diphenyl-4-((triethylsilyl)ethynyl)aniline

Conditions

Conditions	Yield
With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine In toluene at 90℃; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;	97%

: 1073426-30-8
N1,N1'-((1,4-phenylenebis(azanediyl))bis(4,1-phenylene))bis(N4,N4-diphenylbenzene-1,4-diamine)

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: C126H96N10

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 40 - 50℃; for 13h; Inert atmosphere;	97%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 1266674-69-4
N-(4-bromophenyl)-4-iodo-N-(4-iodophenyl)benzenamine

Conditions

Conditions	Yield
With potassium iodate; acetic acid; potassium iodide at 85℃; for 12h;	96%
With iodine; periodic acid In ethanol for 2h; Reflux; Inert atmosphere;	92%
With potassium iodate; acetic acid; potassium iodide at 85℃; for 12h;	80%
With N-iodo-succinimide In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;	71%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: N1-(4-((4-((4-(diphenylamino)phenyl)amino)phenyl)amino)phenyl)-N4,N4-diphenylbenzene-1,4-diamine

: C102H78N8

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 50℃; for 15h; Inert atmosphere;	96%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 321903-29-1
1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole

: 953412-86-7
[4-(diphenylamino)phenyl][2-(hydroxymethyl)phenyl]dimethylsilane

Conditions

Conditions	Yield
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With magnesium In tetrahydrofuran; diethyl ether at 60℃; for 4h; Stage #2: 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole In tetrahydrofuran; diethyl ether at 20℃; Further stages.;	95%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 1461-22-9
tributyltin chloride

: diphenyl-(4-tributylstannanyl-phenyl)-amine

Conditions

Conditions	Yield
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: tributyltin chloride In tetrahydrofuran; hexane at -78℃;	95%
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Stage #2: tributyltin chloride In tetrahydrofuran; hexane at 20℃; for 4.5h; Inert atmosphere;	50%
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: tributyltin chloride In tetrahydrofuran; hexane at -78 - 20℃;

: 1185885-86-2
2,5-bis(2-ethylhexyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4-dione

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 1354631-93-8
3,6-bis(5-(4-(diphenylamino)phenyl)thiophen-2-yl)-2,5-bis(2-ethyl hexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 110℃; for 4h; Inert atmosphere; Schlenk technique;	95%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 3-(10-phenylanthracen-9-yl)-9H-carbazole

: C50H34N2

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 12h; Reflux;	95%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 681812-05-5
bis(2,6-bis(trifluoromethyl)phenyl)fluoroborane

: 4-(bis(2,6-bis(trifluoromethyl)phenyl)boryl)-N,N-diphenylaniline

Conditions

Conditions	Yield
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With n-butyllithium In hexane at -78 - 60℃; for 22h; Inert atmosphere; Schlenk technique; Glovebox; Stage #2: bis(2,6-bis(trifluoromethyl)phenyl)fluoroborane In hexane; tert-butyl methyl ether at -78 - 20℃; for 12h; Inert atmosphere; Sealed tube; Glovebox;	95%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: (5-formylthiophen-2-yl)boronic acid

: 291279-14-6
5-[4-(diphenylamino)phenyl]thiophene-2-carbaldehyde

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In methanol; toluene at 75℃; for 16h; Suzuki-Miyaura Coupling;	94%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In methanol; toluene at 75℃; for 16h; Inert atmosphere;	91.3%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In methanol; toluene for 16h; Inert atmosphere; Reflux;	89%

: 302599-57-1
N1,N1'-([1,1'-biphenyl]-4,4'-diyl)bis(N4-phenylbenzene-1,4-diamine)

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: C108H82N8

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 40 - 50℃; for 13h; Inert atmosphere;	94%

: benzo[b]thiophen-2-yl triethylsilane

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 2-[4-(N,N-diphenylamino)phenyl]benzo[b]thiophene

Conditions

Conditions	Yield
With copper (II)-fluoride; tris-(dibenzylideneacetone)dipalladium(0); tris(2,4,6-trimethoxyphenyl)phosphine; cesium fluoride at 100℃; for 17h; Inert atmosphere; Glovebox;	94%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 87199-17-5
4-formylphenylboronic acid,

: 133878-93-0
4′-(diphenylamino)-[1,1′-biphenyl]-4-carbaldehyde

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In methanol; toluene at 75℃; for 16h; Inert atmosphere;	93.2%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In water; isopropyl alcohol at 100℃; for 2h; Inert atmosphere;	92%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene Suzuki Coupling; Reflux; Inert atmosphere;	85%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: C29H21N

: C47H34N2

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); sodium t-butanolate In toluene for 7h; Reflux;	93.1%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 201733-56-4
2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane

: 408359-97-7
[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)phenyl]diphenylamine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In dimethyl sulfoxide at 80℃; for 5.5h;	93%

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 2-(1,3-Dioxolan-2-yl)-3-cyano-4-hexyloxythiophene

: 2-(1,3-Dioxolan-2-yl)-5-(4-(diphenylamino)phenyl)-3-cyano-4-(hexyloxy)thiophene

Conditions

Conditions	Yield
With palladium hydroxide, 20 wt% on carbon; potassium acetate In N,N-dimethyl acetamide at 150℃; for 16h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	93%

: 41057-00-5
2-formylthiophene-3-carbonitrile

: 36809-26-4
4-N,N-diphenylamino-1-bromobenzene

: 5-(4-(diphenylamino)phenyl)-2-formylthiophene-3-carbonitrile

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid In toluene at 100℃; for 16.3h; Inert atmosphere;	93%

4-Bromotriphenylamine Specification

1.Introduction of 4-Bromotriphenylamine

The 4-Bromotriphenylamine , with its cas register number 36809-26-4, is a kind of white powder or crystal. It also can be called4-Bromo-N,N-diphenylaniline ; Triphenylamine,4-bromo- (6CI) ; (4-Bromophenyl)diphenylamine and 1-Bromo-4-(N,N-diphenylamino)benzene. 4-Bromotriphenylamine should be stored in shady and cool warehouse.

2.Properties of 4-Bromotriphenylamine

(1) XLogP3 6.4 (2) H-Bond Acceptor 1 (3) Rotatable Bond Count 3
(4) Exact Mass 323.030962 (5) MonoIsotopic Mass 323.030962 (6) Topological Polar Surface Area 3.2
(7) Heavy Atom Count 20 (8) Complexity 255 (9) Covalently-Bonded Unit Count 1
(10) Feature 3D Cation Count 1 (11) Feature 3D Hydrophobe Count 1 (12) Feature 3D Ring Count 3
(13) Effective Rotor Count 3 (14) Conformer Sampling RMSD 0.6 (15) CID Conformer Count 5

3.Structure descriptors of 4-Bromotriphenylamine

IUPAC Name: 4-bromo-N,N-diphenylaniline

InChI: InChI=1S/C18H14BrN/c19-15-11-13-18(14-12-15)20(16-7-3-1-4-8-16)17-9-5-2-
6-10-17/h1-14H

InChIKey: SQTLUXJWUCHKMT-UHFFFAOYSA-N

Canonical SMILES : C1=CC=C(C=C1)N(C2=CC=CC=C2)C3=CC=C(C=C3)Br

4. Safety information of 4-Bromotriphenylamine

Hazard Codes: Harmful Xn
Risk Statements: 22-36/37/38-43
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R43:May cause sensitization by skin contact.
Safety Statements: 26-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
WGK Germany: 3

Product Name

4-Bromotriphenylamine

Synthetic route

4-Bromotriphenylamine Specification

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