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Triphenylamine
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  • Name Triphenylamine
  • EINECS210-035-5
  • CAS No. 603-34-9
  • Density1.112 g/cm3
  • PSA3.24000
  • LogP5.15640
  • Solubilityinsoluble in water
  • Melting Point124-128 °C(lit.)
  • FormulaC18H15N
  • Boiling Point365 °C at 760 mmHg
  • Molecular Weight245.324
  • Flash Point157.3 °C
  • Transport InformationN/A
  • Appearanceoff-white solid
  • Safety26-28-37/39
  • Risk Codes36/37/38
  • Molecular Structure
    Molecular Structure of 603-34-9 (Triphenylamine)
  • Hazard SymbolsIrritantXi
  • SynonymsIrritantXi
  • Article Data206

Triphenylamine Synthetic route

108-86-1

bromobenzene

122-39-4

diphenylamine

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%
62-53-3

aniline

108-90-7

chlorobenzene

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;
122-39-4

diphenylamine

108-90-7

chlorobenzene

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%
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

62-53-3

aniline

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%
591-50-4

iodobenzene

62-53-3

aniline

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%
108-86-1

bromobenzene

17425-91-1

N-(trimethylsilyl)-diphenylamine

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%
201802-67-7

4-(diphenylamino)phenyl boronic acid

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%
591-50-4

iodobenzene

122-39-4

diphenylamine

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%
402488-98-6

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

603-34-9

N,N-diphenylaminobenzene

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

cyclohexanone

98-95-3

nitrobenzene

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%

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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