Product Name

  • Name

    Triphenylamine

  • EINECS 210-035-5
  • CAS No. 603-34-9
  • Article Data206
  • CAS DataBase
  • Density 1.112 g/cm3
  • Solubility insoluble in water
  • Melting Point 124-128 °C(lit.)
  • Formula C18H15N
  • Boiling Point 365 °C at 760 mmHg
  • Molecular Weight 245.324
  • Flash Point 157.3 °C
  • Transport Information
  • Appearance off-white solid
  • Safety 26-28-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 603-34-9 (Triphenylamine)
  • Hazard Symbols IrritantXi
  • Synonyms Triphenylamine(8CI);N,N-Diphenylaniline;NSC 66458;Benzenamine,N,N-diphenyl-;
  • PSA 3.24000
  • LogP 5.15640

Synthetic route

bromobenzene
108-86-1

bromobenzene

diphenylamine
122-39-4

diphenylamine

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 20℃; for 1h;99%
With palladium diacetate; sodium t-butanolate; ruphos In neat (no solvent) at 110℃; for 24h; Catalytic behavior; Reagent/catalyst; Time; Buchwald-Hartwig Coupling; Inert atmosphere; Green chemistry;99%
With palladium diacetate; sodium t-butanolate; ruphos In neat (no solvent) at 110℃; for 12h; Reagent/catalyst; Buchwald-Hartwig Coupling; Inert atmosphere; Green chemistry;99%
aniline
62-53-3

aniline

chlorobenzene
108-90-7

chlorobenzene

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl; sodium t-butanolate In neat (no solvent) at 110℃; for 12h; Reagent/catalyst; Buchwald-Hartwig Coupling; Inert atmosphere; Green chemistry;99%
With potassium tert-butylate In toluene at 135℃; for 36h;78%
With copper chromium oxide; potassium hydroxide In toluene for 18h; Ullmann Condensation; Inert atmosphere; Reflux; Green chemistry;43%
With bis-triphenylphosphine-palladium(II) chloride; (E)-2-(((2,5-bis(trifluoromethyl)phenyl)imino)methyl)phenol; sodium t-butanolate In o-xylene at 145℃; for 12h; Schlenk technique; Inert atmosphere;
diphenylamine
122-39-4

diphenylamine

chlorobenzene
108-90-7

chlorobenzene

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With palladium diacetate; sodium t-butanolate; ruphos In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Green chemistry;99%
With C30H41ClPPd; sodium t-butanolate In toluene at 100℃; for 2h; Buchwald-Hartwig Coupling; Inert atmosphere;99%
With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 100℃; for 21h;98%
2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

aniline
62-53-3

aniline

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 25℃; for 72h;98%
With cesium fluoride In acetonitrile at 20℃; for 72h;98%
iodobenzene
591-50-4

iodobenzene

aniline
62-53-3

aniline

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With potassium tert-butylate; 1,2-bis(2,6-diisopropylphenylimino)ethane; copper(l) iodide In toluene at 120℃; for 48h;97%
With potassium tert-butylate In toluene at 120℃; for 12h; Ullmann coupling; Inert atmosphere;95%
With copper chromium oxide; potassium hydroxide In toluene for 6h; Catalytic behavior; Reagent/catalyst; Solvent; Ullmann Condensation; Inert atmosphere; Reflux; Green chemistry;95%
bromobenzene
108-86-1

bromobenzene

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

N-(trimethylsilyl)-diphenylamine

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With cesium fluoride; bis(dibenzylideneacetone)-palladium(0); XPhos at 100℃; for 1h; Inert atmosphere;97%
With cesium fluoride; bis(dibenzylideneacetone)-palladium(0); XPhos at 100℃; for 1h; Time; Inert atmosphere;97%
4-(diphenylamino)phenyl boronic acid
201802-67-7

4-(diphenylamino)phenyl boronic acid

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With silver nitrate; triethylamine In ethanol; water at 80℃; for 0.166667h; Solvent; Reagent/catalyst;97%
With copper(ll) sulfate pentahydrate; oxygen; diisopropylamine In ethanol; water at 80℃; for 1.5h; Catalytic behavior; Reagent/catalyst; Green chemistry;96%
iodobenzene
591-50-4

iodobenzene

diphenylamine
122-39-4

diphenylamine

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With bis(triphenylphosphine)nickel(II) chloride; ethylmagnesium bromide; triphenylphosphine In tetrahydrofuran at 80℃; for 3h;96%
With [Pd{C6H4(CH2N(CH2Ph)2)}(μ-Br)]2; potassium hydroxide In dimethyl sulfoxide at 120℃; for 0.666667h;96%
With potassium tert-butylate In toluene at 120℃; for 12h;95%
2-((4-diphenylamino)phenyl)[1,3,2]dioxaborolane
402488-98-6

2-((4-diphenylamino)phenyl)[1,3,2]dioxaborolane

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With silver nitrate; triethylamine In ethanol; water at 80℃; for 0.233333h;96%
cyclohexanone
108-94-1

cyclohexanone

nitrobenzene
98-95-3

nitrobenzene

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With N/O-doped porous carbon (on base of polypyrrole) supported nanopalladium In toluene at 160℃; for 36h; Reagent/catalyst; Inert atmosphere; Sealed tube;96%
chlorobenzene
108-90-7

chlorobenzene

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With potassium tert-butylate; urea; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 100℃; for 46h;95%
With ammonia; sodium; Petroleum ether
Multi-step reaction with 2 steps
1: sodium t-butanolate; (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl / neat (no solvent) / 12 h / 110 °C / Inert atmosphere; Green chemistry
2: sodium t-butanolate; (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl / neat (no solvent) / 12 h / 110 °C / Inert atmosphere; Green chemistry
View Scheme
iodobenzene
591-50-4

iodobenzene

aniline
62-53-3

aniline

A

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

B

diphenylamine
122-39-4

diphenylamine

Conditions
ConditionsYield
With [2,2]bipyridinyl; potassium tert-butylate; copper(l) iodide In toluene at 115℃; for 3.5h; Product distribution; Further Variations:; Reagents;A 95%
B 2%
With copper at 180℃; for 12h;A 46%
B 31%
With copper(l) iodide; cesium fluoride In dimethyl sulfoxide at 130℃; for 24h; Ullmann Condensation; Inert atmosphere; Glovebox;A 12%
B 39 %Chromat.
With potassium tert-butylate; copper(l) iodide; tributylphosphine In toluene at 110℃; for 3.5h; Product distribution; Further Variations:; Catalysts; high pressure;
iodobenzene
591-50-4

iodobenzene

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With potassium tetrachloropalladate(II); L-arginine; potassium hydroxide In water at 80℃; for 2h; Reagent/catalyst;95%
With potassium phosphate; copper(l) iodide; lithium amide In N,N-dimethyl-formamide at 130℃; for 24h; Inert atmosphere; chemoselective reaction;79%
Multi-step reaction with 2 steps
1: 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 24 h / Reflux
2: 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 144 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: Pd(tris[2-(diphenylphosphino)ethyl]phosphine tetrasulfide)(dibenzylideneacetone); caesium carbonate / isopropyl alcohol / 6 h / 80 °C
2: Pd(tris[2-(diphenylphosphino)ethyl]phosphine tetrasulfide)(dibenzylideneacetone); caesium carbonate / isopropyl alcohol / 24 h / 80 °C
View Scheme
Multi-step reaction with 3 steps
1: ammonia; potassium carbonate / water; ethanol / 20 °C / UV-irradiation; Green chemistry
2: potassium carbonate / water; ethanol / 20 °C / UV-irradiation; Green chemistry
3: potassium carbonate / water; ethanol / 20 °C / UV-irradiation; Green chemistry
View Scheme
phenyl copper
3220-49-3

phenyl copper

lithium diphenylamide
5856-89-3

lithium diphenylamide

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With chloranil at -60℃;94%
bromobenzene
108-86-1

bromobenzene

aniline
62-53-3

aniline

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; sodium t-butanolate In 1,3,5-trimethyl-benzene for 24h; Inert atmosphere; Reflux;92%
With dichloro{1,10-[dicyclohexylbenzyl]-3,3'-o-xylyldibenzimidazolidin-2,2'-diylidene}palladium (II); potassium tert-butylate In 1,2-dimethoxyethane at 80℃; for 15h; Buchwald-Hartwig amination; Inert atmosphere;92%
With potassium hydroxide In water for 24h; Buchwald-Hartwig reaction; Reflux; Inert atmosphere;88%
4-(diphenylamino)phenylboronic pinacol ester
267221-88-5

4-(diphenylamino)phenylboronic pinacol ester

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With silver nitrate; triethylamine In ethanol; water at 80℃; for 0.916667h;92%
With copper(ll) sulfate pentahydrate; oxygen; diisopropylamine In ethanol; water at 80℃; for 24h; Green chemistry;61%
4-N,N-diphenylamino-1-bromobenzene
36809-26-4

4-N,N-diphenylamino-1-bromobenzene

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With 1,4-dioxane; 1,10-Phenanthroline; sodium hydride In mineral oil at 140℃; for 22h; Schlenk technique; Inert atmosphere;90%
With tributyl-amine; tetrabutylammonium tetrafluoroborate In acetonitrile at 20℃; for 1.8h; Inert atmosphere; Electrolysis;80%
With formic acid; C59H60N6O2Pt; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 4h; Inert atmosphere; Sealed tube; UV-irradiation;74 %Spectr.
diphenylamine
122-39-4

diphenylamine

1,4-Cyclohexanedione
637-88-7

1,4-Cyclohexanedione

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
toluene-4-sulfonic acid88.2%
toluene-4-sulfonic acid In toluene for 12h; Heating;88%
iodobenzene
591-50-4

iodobenzene

N-phenyl-1-naphthylamine
90-30-2

N-phenyl-1-naphthylamine

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
potassium hydroxide; copper In various solvent(s) at 160℃; for 8h;88%
diphenylamine
122-39-4

diphenylamine

chlorobenzene
108-90-7

chlorobenzene

A

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

B

N-(2-biphenyl)aniline
35887-50-4

N-(2-biphenyl)aniline

Conditions
ConditionsYield
With 2,2,6,6-tetramethylpiperidinyl-lithium In diethyl ether; cyclohexane at 25℃; for 24h; Inert atmosphere;A n/a
B 87%
diphenylamine
122-39-4

diphenylamine

phenylboronic acid
98-80-6

phenylboronic acid

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With CoCuFe2O4; potassium hydroxide In ethanol at 60℃; for 5h; Green chemistry;85%
With potassium carbonate In ethanol; water at 70℃; for 8h; Chan-Lam Coupling;40 %Chromat.
bromobenzene
108-86-1

bromobenzene

aniline
62-53-3

aniline

A

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

B

diphenylamine
122-39-4

diphenylamine

Conditions
ConditionsYield
With C46H58Br2N4O4Pd; potassium tert-butylate In 1,2-dimethoxyethane at 80℃; for 15h; Inert atmosphere; Buchwald-Hartwig amination;A 84%
B 16%
With water; sodium t-butanolate In N,N-dimethyl-formamide at 120℃; for 3h; Schlenk technique;A 40%
B 60%
With potassium tert-butylate; copper(l) iodide; tributylphosphine In toluene at 135℃; for 10.5h; Product distribution; Further Variations:; Catalysts; high pressure;
bromobenzene
108-86-1

bromobenzene

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With potassium tert-butylate; urea; tri tert-butylphosphoniumtetrafluoroborate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In 1,4-dioxane at 100℃; for 19h;83%
With potassium tert-butylate; urea; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 100℃; for 19h;83%
Multi-step reaction with 2 steps
1: 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 96 h / Reflux
2: 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 144 h / Reflux
View Scheme
nitrobenzene
98-95-3

nitrobenzene

diphenylamine
122-39-4

diphenylamine

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With potassium phosphate; bis(acetylacetonato)palladium(II); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In n-heptane at 130℃; for 24h; Buchwald-Hartwig Coupling; Sealed tube; Inert atmosphere;83%
With potassium phosphate; bis(acetylacetonato)palladium(II); BrettPhos In n-heptane at 130℃; for 24h;83%
tri(p-bromophenyl)amine
4316-58-9

tri(p-bromophenyl)amine

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With methanol; gold; hydrogen; caesium carbonate at 100℃; under 3800.26 Torr; for 132h;82%
diphenylamine
122-39-4

diphenylamine

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Conditions
ConditionsYield
With potassium hydroxide at 60℃; for 0.5h; Catalytic behavior; Green chemistry;81%
2-[10-(N-phenylamino)-1'-(4-nitrophenyl)]methylcyclohexanone

2-[10-(N-phenylamino)-1'-(4-nitrophenyl)]methylcyclohexanone

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

A

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

B

(E)-2-[(4-nitrophenyl)methylene]cyclohexanone
22114-45-0, 56005-41-5

(E)-2-[(4-nitrophenyl)methylene]cyclohexanone

C

6-(4-nitrophenyl)-5-phenyl-5,6,7,8,9,10-hexahydrophenanthridine

6-(4-nitrophenyl)-5-phenyl-5,6,7,8,9,10-hexahydrophenanthridine

Conditions
ConditionsYield
Stage #1: 2-[10-(N-phenylamino)-1'-(4-nitrophenyl)]methylcyclohexanone; 2-(trimethylsilyl)phenyl trifluoromethanesulfonate With potassium fluoride; 18-crown-6 ether In acetonitrile at 20℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water; acetonitrile for 1h; Inert atmosphere; Reflux;
A 15%
B 15%
C 80%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

tri(p-bromophenyl)amine
4316-58-9

tri(p-bromophenyl)amine

Conditions
ConditionsYield
With N-Bromosuccinimide; triethylamine In N,N-dimethyl-formamide at 20℃;100%
With bromine In chloroform at 0 - 20℃; for 1h;97%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 12h; Cooling with ice;94%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

4-nitrophenyldiphenylamine
4316-57-8

4-nitrophenyldiphenylamine

Conditions
ConditionsYield
With sodium nitrate; acetic acid In chloroform at 85℃; Inert atmosphere;100%
With 3-(ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium bis(trifluoromethanesulfonyl)imide at 20℃; for 3h; Ionic liquid;89%
With dinitrogen trioxide In dichloromethane at 0℃;42%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

N,N,N',N'-tetraphenyl-4,4'-diaminobiphenyl
15546-43-7

N,N,N',N'-tetraphenyl-4,4'-diaminobiphenyl

Conditions
ConditionsYield
Stage #1: N,N-diphenylaminobenzene With methanesulfonic acid In dichloromethane at 0℃;
Stage #2: With chloranil In dichloromethane at 0 - 20℃; for 0.0166667h; Reagent/catalyst; Solvent; Time;
99%
With 5% rhodium-on-charcoal; trifluoroacetic acid at 50℃; for 1h; Reagent/catalyst; Green chemistry; regioselective reaction;99%
Stage #1: N,N-diphenylaminobenzene With copper(II) perchlorate In acetonitrile at 25℃; for 12h;
Stage #2: With potassium carbonate In water; acetonitrile at 25℃; for 0.5h; Further stages.;
81%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

tris(4-iodophenyl)amine
4181-20-8

tris(4-iodophenyl)amine

Conditions
ConditionsYield
Stage #1: N,N-diphenylaminobenzene With trifluorormethanesulfonic acid; [bis(pyridine)iodine]+ tetrafluoroborate In dichloromethane at 0 - 20℃; for 21h;
Stage #2: With water; sodium thiosulfate In dichloromethane
99%
Stage #1: N,N-diphenylaminobenzene With trifluorormethanesulfonic acid; [bis(pyridine)iodine]+ tetrafluoroborate In dichloromethane at 0 - 20℃; for 21h;
Stage #2: With sodium thiosulfate In dichloromethane; water
99%
With iodine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 20℃;97%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

N,N-bis(4-bromophenyl)aniline
81090-53-1

N,N-bis(4-bromophenyl)aniline

Conditions
ConditionsYield
With N-Bromosuccinimide In ethyl acetate at 20℃; for 24h;99%
With N-Bromosuccinimide In ethyl acetate at 20℃; for 24h;99%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0℃; for 4h;90%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

(E)-tert-butyl (1-methyl-2-oxoindolin-3-ylidene)carbamate

(E)-tert-butyl (1-methyl-2-oxoindolin-3-ylidene)carbamate

tert-butyl (3-(4-(diphenylamino)phenyl)-1-methyl-2-oxoindolin-3-yl)carbamate

tert-butyl (3-(4-(diphenylamino)phenyl)-1-methyl-2-oxoindolin-3-yl)carbamate

Conditions
ConditionsYield
With C21H17F3OP(1+)*C32H12BF24(1-) In 1,2-dichloro-ethane at 20℃; for 0.0833333h; Friedel-Crafts Alkylation;99%
1H-imidazole
288-32-4

1H-imidazole

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

C39H21F18N7O6

C39H21F18N7O6

Conditions
ConditionsYield
Stage #1: 1H-imidazole; N,N-diphenylaminobenzene In acetonitrile for 0.5h;
Stage #2: trifluoroacetic anhydride In acetonitrile for 1.5h;
98.32%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

5-hexylbicyclo[2.2.1]hept-2-ene
22094-83-3

5-hexylbicyclo[2.2.1]hept-2-ene

polymer, Mw 1371000, Mn 349000; monomer(s): 5-hexyl-2-norbornene, 80 mol percent in feed; N,N-diphenylaniline, 20 mol percent in feed

polymer, Mw 1371000, Mn 349000; monomer(s): 5-hexyl-2-norbornene, 80 mol percent in feed; N,N-diphenylaniline, 20 mol percent in feed

Conditions
ConditionsYield
{(η6-toluene)Ni(C6F5)2} In toluene at 20℃; for 24h;98%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

tris(phenyl-2,4,6-d3)amine
21223-02-9

tris(phenyl-2,4,6-d3)amine

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate; water-d2 In chloroform-d1 at 80℃; for 24h; Sealed tube; regioselective reaction;98%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

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

N,N-dimethyl-formamide

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate In 1,2-dichloro-ethane at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: N,N-diphenylaminobenzene In 1,2-dichloro-ethane at 60℃; for 16h; Inert atmosphere;
97.6%
With trichlorophosphate at 35 - 40℃; Inert atmosphere;96%
Stage #1: N,N-diphenylaminobenzene; N,N-dimethyl-formamide With trichlorophosphate In 1,2-dichloro-ethane at 0 - 45℃; Vilsmeier-Haack reaction;
Stage #2: With water In 1,2-dichloro-ethane Vilsmeier-Haack reaction; Cooling with ice;
96%
tricyanomethane
454-50-2

tricyanomethane

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

triphenylammonium tricyanomethanide

triphenylammonium tricyanomethanide

Conditions
ConditionsYield
In water at 50℃; for 3h;97%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

chloranil
118-75-2

chloranil

A

2,3,5,6-tetrachlorobenzene-1,4-diol
87-87-6

2,3,5,6-tetrachlorobenzene-1,4-diol

B

N,N,N',N'-tetraphenyl-4,4'-diaminobiphenyl
15546-43-7

N,N,N',N'-tetraphenyl-4,4'-diaminobiphenyl

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.0166667h; Molecular sieve;A 96%
B 83%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

Conditions
ConditionsYield
With trichlorophosphate In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Reflux;95%
Stage #1: N,N-diphenylaminobenzene With trichlorophosphate In N,N-dimethyl-formamide for 1h;
Stage #2: With sodium hydroxide
85%
With N,N-dimethyl-formamide; trichlorophosphate at 100℃; for 6h;52.74%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

acetyl chloride
75-36-5

acetyl chloride

(1,1',1''-[nitrilotri(4,1-phenylene)]tri(ethan-1-one))
4181-21-9

(1,1',1''-[nitrilotri(4,1-phenylene)]tri(ethan-1-one))

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Friedel-Crafts Acylation; Inert atmosphere;95%
With aluminum (III) chloride In dichloromethane at 0℃; for 12h;95%
With aluminum (III) chloride In dichloromethane Reflux;92%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

2,7-dibromo-(9-phenyl-9H-fluoren-9-ol)
132717-37-4

2,7-dibromo-(9-phenyl-9H-fluoren-9-ol)

tris(4-(2,7-dibromo-9-phenyl-9H-fluoren-9-yl)phenyl)amine

tris(4-(2,7-dibromo-9-phenyl-9H-fluoren-9-yl)phenyl)amine

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 2h; Inert atmosphere; Schlenk technique;95%
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

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

4-N,N-diphenylamino-1-bromobenzene

Conditions
ConditionsYield
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%

Triphenylamine Chemical Properties

Structure of Triphenylamine (CAS NO.603-34-9):

IUPAC Name: N,N-diphenylaniline  
Empirical Formula: C18H15N
Molecular Weight: 245.3184 
EINECS: 210-035-5 
Index of Refraction: 1.646
Molar Refractivity: 80.09 cm3
Molar Volume: 220.5 cm3
Polarizability: 31.75×10-24cm3
Surface Tension: 47.2 dyne/cm
Density: 1.112 g/cm3
Flash Point: 157.3 °C
Enthalpy of Vaporization: 61.12 kJ/mol 
Melting Point: 124-128 °C(lit.)
Boiling Point: 365 °C at 760 mmHg
Vapour Pressure: 1.62E-05 mmHg at 25°C 
Water Solubility: insoluble 
Stability: Stable. Combustible. Incompatible with strong oxidizing agents. 
Physical Appearance: Crystals or off-white lumpy solid
Product Categories: Triphenylamine series;White crystalline powder;White Powder;Phenylamine Series;Dye Intermediate;Amines;C11 to C38;Nitrogen Compounds

Triphenylamine Uses

 Triphenylamine (CAS NO.603-34-9) is coated on film bases as primary photoconductor.

Triphenylamine Toxicity Data With Reference

1.    

orl-rat LD50:3200 mg/kg

    85INA8    Documentation of the Threshold Limit Values and Biological Exposure Indices. 5 (1986),612.
2.    

orl-mus LD50:1600 mg/kg

    85INA8    Documentation of the Threshold Limit Values and Biological Exposure Indices. 5 (1986),612.

Triphenylamine Consensus Reports

Reported in EPA TSCA Inventory.

Triphenylamine Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38  
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-28-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S28:After contact with skin, wash immediately with plenty of soap-suds. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 2
RTECS: YK2680000
Hazard Note: Irritant
HS Code: 29214980
Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx. See also AROMATIC AMINES.

Triphenylamine Standards and Recommendations

OSHA PEL: TWA 5 mg/m3
ACGIH TLV: TWA 5 mg/m3

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