N,N-Diphenyl-p-phenylenediamine supplier

Name
N,N-Diphenyl-p-phenylenediamine
EINECS 200-806-4
CAS No. 2350-01-8
Article Data47
CAS DataBase
Density 1.168 g/cm³
Solubility
Melting Point 144.0 to 148.0 °C
Formula C₁₈H₁₆N₂
Boiling Point 436.9 °C at 760 mmHg
Molecular Weight 260.338
Flash Point 193.3 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1,4-Benzenediamine,N,N-diphenyl- (9CI);p-Phenylenediamine, N,N-diphenyl- (7CI,8CI);4-(Diphenylamino)aniline;4-(N,N-Diphenylamino)aniline;4-Aminotriphenylamine;N,N-Diphenyl-1,4-phenylenediamine;N,N-Diphenyl-4-aminoaniline;N-(4-Aminophenyl)-N,N-diphenylamine;NSC231610;p-(Diphenylamino)aniline;p-Aminotriphenylamine;N,N-diphenylbenzene-1,4-diamine;
PSA 29.26000
LogP 5.31980

Synthetic route

: 4316-57-8
4-nitrophenyldiphenylamine

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
With tin; acetic acid	98%
With tin; acetic acid	98%
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran under 3000.3 Torr; for 3h;	96%

: 144393-34-0
4-bromo-N-(4-bromophenyl)-N-(4-nitrophenyl)amine

A: 1-N,1-N-bis(4-bromophenyl)benzene-1,4-diamine

B: 4-amino-3,4',4''-tribromotriphenylamine

C: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
Stage #1: 4-nitrophenyl-bis(4'-bromophenyl)amine With tin; acetic acid at 75℃; for 1h; Stage #2: at 65℃; for 9h;	A 87% B 12% C 1%

...Expand

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

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; lithium hexamethyldisilazane; bis(dibenzylideneacetone)-palladium(0) In toluene at 20℃; for 20h;	77%
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With tri-tert-butyl phosphine; lithium hexamethyldisilazane; bis(dibenzylideneacetone)-palladium(0) In toluene at 20℃; for 4h; Inert atmosphere; Stage #2: With trifluoroacetic acid	74%
With copper(l) iodide; ammonia; caesium carbonate In water; N,N-dimethyl-formamide; acetylacetone at 100℃; for 12h;
Multi-step reaction with 2 steps 1: sodium t-butanolate; bis(dibenzylideneacetone)-palladium(0); (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / toluene / 20 h / 95 °C / Inert atmosphere 2: hydrogenchloride / tetrahydrofuran; water / 0.5 h / 20 °C View Scheme

: 4316-56-7
(p-chlorophenyl)diphenylamine

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; ammonia; sodium t-butanolate In 1,4-dioxane at 65℃; for 24h; Inert atmosphere; chemoselective reaction;	68%

: 122-39-4
diphenylamine

: 106-40-1
4-bromo-aniline

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
With water; sodium t-butanolate In N,N-dimethyl-formamide at 120℃; for 10h; Schlenk technique;	55%

: 606-88-2
N,N,N'-triphenylhydrazine

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

: 7647-01-0
hydrogenchloride

: 4316-57-8
4-nitrophenyldiphenylamine

tin: tin

: 2350-01-8
4-aminotriphenylamine

...Expand

: 64-17-5
ethanol

: 4316-57-8
4-nitrophenyldiphenylamine

: 64-19-7
acetic acid

zinc: zinc

: 2350-01-8
4-aminotriphenylamine

...Expand

: 144393-34-0
4-bromo-N-(4-bromophenyl)-N-(4-nitrophenyl)amine

A: 4-amino-4'-bromotriphenylamine

B: 4-amino-3,4'-dibromotriphenylamine

C: 4-amino-3,4',4''-tribromotriphenylamine

D: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
With tin; acetic acid for 8h; Heating; Further byproducts given;	A 6 % Chromat. B 13 % Chromat. C 32 % Chromat. D 4 % Chromat.

...Expand

: 122-39-4
diphenylamine

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH / dimethylformamide 2: hydrazine / Pd/C / ethanol / Heating View Scheme
Multi-step reaction with 2 steps 1: K2CO3 / dimethylsulfoxide / 10 h / 145 - 150 °C 2: Sn; aq. HCl / ethanol / Heating View Scheme
Multi-step reaction with 2 steps 1: K2CO3; copper; nitrobenzene 2: zinc; alcohol; glacial acetic acid / unter Kuehlung View Scheme

: 350-46-9
4-Fluoronitrobenzene

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH / dimethylformamide 2: hydrazine / Pd/C / ethanol / Heating View Scheme
Multi-step reaction with 2 steps 1: K2CO3 / dimethylsulfoxide / 10 h / 145 - 150 °C 2: Sn; aq. HCl / ethanol / Heating View Scheme
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl acetamide / 0.5 h / 20 °C 1.2: 1 h / 100 °C 2.1: palladium on activated charcoal; hydrazine hydrate / ethanol / 12 h / Reflux View Scheme

: 603-34-9
N,N-diphenylaminobenzene

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 41 percent / copper(II) nitrate; acetyc anhydride / 2 h / 20 °C 2: 98 percent / tin; acetic acid View Scheme
Multi-step reaction with 3 steps 1: 41 percent / acetic anhydride; copper(II) nitrate / 2 h / 20 °C 2: 99 percent / Br2 / CH2Cl2 / 36 h 3: 4 percent Chromat. / tin; AcOH / 8 h / Heating View Scheme
Multi-step reaction with 3 steps 1.1: 41 percent / acetic anhydride; copper(II) nitrate / 2 h / 20 °C 2.1: 99 percent / Br2 / CH2Cl2 / 36 h 3.1: tin; AcOH / 1 h / 75 °C 3.2: 1 percent / 9 h / 65 °C View Scheme

: 100-34-5
benzene diazonium chloride

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium ferrocyanide / Behandlung mit Zinkstaub und Ammoniak 2: concentrated hydrochloric acid; tin dichloride View Scheme

: 636-98-6
p-nitrobenzene iodide

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3; copper; nitrobenzene 2: zinc; alcohol; glacial acetic acid / unter Kuehlung View Scheme

: 62-53-3
aniline

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium t-butanolate; water / N,N-dimethyl-formamide / 3 h / 120 °C / Schlenk technique 2: sodium t-butanolate; water / N,N-dimethyl-formamide / 10 h / 120 °C / Schlenk technique View Scheme
Multi-step reaction with 2 steps 1: sodium t-butanolate; tetrabutylammomium bromide / toluene / 7 h / 105 °C / Schlenk technique 2: sodium t-butanolate; water / N,N-dimethyl-formamide / 10 h / 120 °C / Schlenk technique View Scheme

: N1-(diphenylmethylene)-N4,N4-diphenyl-1,4-benzenediamine

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; water at 20℃; for 0.5h;
With hydrogenchloride In tetrahydrofuran; water at 22℃; Inert atmosphere; Schlenk technique;	0.193 g

: 122-39-4
diphenylamine

: 350-46-9
4-Fluoronitrobenzene

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
Stage #1: diphenylamine; 4-Fluoronitrobenzene With sodium hydride Stage #2: With palladium on activated charcoal; hydrazine

: 106-39-8
bromochlorobenzene

: 122-39-4
diphenylamine

: 2350-01-8
4-aminotriphenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium t-butanolate; ruphos; allyl(2-di-tert-butylphosphino-2‘,4‘,6‘-triisopropyl-1,1‘-biphenyl)palladium(II) triflate / tetrahydrofuran / 22 - 80 °C / Sealed tube; Inert atmosphere; Schlenk technique 2: hydrogenchloride / tetrahydrofuran; water / 22 °C / Inert atmosphere; Schlenk technique View Scheme

: 932-95-6
2,5-thiophenedicarboxaldehyde

: 2350-01-8
4-aminotriphenylamine

: C42H32N4S

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In chloroform; isopropyl alcohol for 72h; Solvent; Inert atmosphere; Reflux;	98%
With toluene-4-sulfonic acid In chloroform at 60℃; Inert atmosphere;	80%

: 2350-01-8
4-aminotriphenylamine

: 814-68-6
acryloyl chloride

: 176652-15-6
N-(4-(diphenylamino)phenyl)acrylamide

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide for 24h; Cooling with ice;	92%
Stage #1: 4-aminotriphenylamine; acryloyl chloride With sodium carbonate In tetrahydrofuran at -5 - 0℃; for 2h; Stage #2: With sodium carbonate In tetrahydrofuran; water	82%

: 2350-01-8
4-aminotriphenylamine

: 1122-91-4
4-bromo-benzaldehyde

: 84-11-7
9,10-phenanthrenequinone

: C39H26BrN3

Conditions

Conditions	Yield
With ammonium acetate; acetic acid at 120℃; Inert atmosphere;	92%
With ammonium acetate In acetic acid at 115℃; for 12h; Inert atmosphere;	85%
With ammonium acetate; acetic acid at 120℃; for 2h; Inert atmosphere;

...Expand

: 85-44-9
phthalic anhydride

: 2350-01-8
4-aminotriphenylamine

: N-(4-diphenylaminophenyl)phthalimide

Conditions

Conditions	Yield
Stage #1: phthalic anhydride; 4-aminotriphenylamine With N,N-dimethyl acetamide at 20℃; for 2h; Stage #2: With pyridine; acetic anhydride at 110℃; for 3h;	90%

: 81-84-5
1,8-Naphthalic anhydride

: 2350-01-8
4-aminotriphenylamine

: N-(4-diphenylaminophenyl)-1,8-naphthalimide

Conditions

Conditions	Yield
With isoquinoline; 3-methyl-phenol at 180℃; for 18h;	90%

: 2350-01-8
4-aminotriphenylamine

: 92-86-4
4-(4-bromophenyl)bromobenzene

: 1353442-60-0
N,N'-bis(p-(diphenylamino)phenyl)benzidine

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 70℃; for 20h;	90%

: 882303-63-1
5,5'-(2,1,3-benzothiadiazole-4,7-diyl)bis-(2-thiophenecarboxaldehyde)

: 2350-01-8
4-aminotriphenylamine

: C52H36N6S3

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In chloroform at 60℃; Inert atmosphere;	88%
With toluene-4-sulfonic acid In chloroform at 60℃; Inert atmosphere;	80%

: 3779-27-9
2,2'-bithiophene-5-carboxaldehyde

: 2350-01-8
4-aminotriphenylamine

: C27H20N2S2

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 12h;	86%

: 2350-01-8
4-aminotriphenylamine

: 90-02-8
salicylaldehyde

: 1415476-89-9
2-(((4-(diphenylamino)phenyl)imino)methyl)phenol

Conditions

Conditions	Yield
In ethanol for 4h; Reflux; Inert atmosphere; Schlenk technique;	85%
In ethanol for 2h; Inert atmosphere; Reflux;

: 2350-01-8
4-aminotriphenylamine

: 89-32-7
Pyromellitic dianhydride

: N,N’-bis(4-diphenylaminophenyl)pyromellitimide

Conditions

Conditions	Yield
Stage #1: 4-aminotriphenylamine; Pyromellitic dianhydride With N,N-dimethyl acetamide at 20℃; for 2h; Stage #2: With pyridine; acetic anhydride at 110℃; for 3h;	85%

: 2350-01-8
4-aminotriphenylamine

: meso-mesityl-α,α’-dichlorodipyrrin

: 9-(4-diphenylaminophenyl)amino-1-chloro-5-mesityldipyrrin

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 17h; Inert atmosphere;	83%

: 2350-01-8
4-aminotriphenylamine

: 708-06-5
2-hydroxynaphthalene-1-carbaldehyde

: 1415476-90-2
1-(((4-(diphenylamino)phenyl)imino)methyl)naphthalen-2-ol

Conditions

Conditions	Yield
In ethanol for 4h; Reflux; Inert atmosphere; Schlenk technique;	82%

: 2350-01-8
4-aminotriphenylamine

: 105-07-7
4-cyanobenzaldehyde

: 134-81-6
benzil

: 4-(1-(4-(diphenylamino)phenyl)-4,5-diphenyl-1H-imidazole-2-yl)benzonitrile

Conditions

Conditions	Yield
With ammonium acetate In acetic acid Inert atmosphere; Reflux;	78%

...Expand

: 2350-01-8
4-aminotriphenylamine

: 3-bromo-9-(4-vinylphenyl)-9H-carbazole

: C38H29N3

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 100℃; for 8h;	77.8%

: 580-13-2
2-bromonaphthalene

: 2350-01-8
4-aminotriphenylamine

: N1-(naphthalen-2-yl)-N4,N4-diphenylbenzene-1,4-diamine

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium t-butanolate In tetrahydrofuran at 100℃; for 3h; Inert atmosphere;	75%

: 98-03-3
thiophene-2-carbaldehyde

: 2350-01-8
4-aminotriphenylamine

: C23H18N2S

Conditions

Conditions	Yield
With acetic acid In tetrahydrofuran at 60℃; for 4h; Inert atmosphere;	73.1%

: 2350-01-8
4-aminotriphenylamine

: 28320-31-2
2-bromo-9,9-dimethyl-9H-fluorene

: 885684-28-6
C33H28N2

Conditions

Conditions	Yield
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In toluene at 20℃; for 5h;	71%
With tri-tert-butyl phosphine; sodium t-butanolate; palladium diacetate In toluene at 100℃; for 12h;

: 12093-10-6
ferrocenecarboxaldehyde

: 2350-01-8
4-aminotriphenylamine

: (E)-N-(4-(diphenylamino)phenyl)formimidoyl ferrocene

Conditions

Conditions	Yield
With aluminum oxide In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 10h; Inert atmosphere;	70.28%

: 2350-01-8
4-aminotriphenylamine

: 81-30-1
1,4,5,8-naphthalenetetracarboxylic dianhydride

: N,N’-bis(4-diphenylaminophenyl)naphthalene-1,4,5,8-tetracarboxylic diimide

Conditions

Conditions	Yield
With isoquinoline; 3-methyl-phenol at 180℃; for 18h;	70%

: 2350-01-8
4-aminotriphenylamine

: 79-04-9
chloroacetyl chloride

: C20H17ClN2O

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	68.22%

: 2350-01-8
4-aminotriphenylamine

: C96H78Cl2N4O8

: C114H92N6O8

Conditions

Conditions	Yield
With potassium tert-butylate; palladium diacetate; tricyclohexylphosphine In toluene at 110℃; for 7h; Buchwald-Hartwig Coupling;	67.2%

: 837429-72-8
4-bromo-N-((4-bromophenyl)chloromethylene)benzhydrazonoyl chloride

: 2350-01-8
4-aminotriphenylamine

: 1151695-71-4
3,5-bis-(4-bromophenyl)-4-([4-(N,N-di(phenyl)amino)]phen-1-yl)-1,2,4-triazole

Conditions

Conditions	Yield
With N,N-dimethyl-aniline at 135℃; for 12h; Inert atmosphere;	67%
In 5,5-dimethyl-1,3-cyclohexadiene at 160℃; for 72h;	65%

: 2350-01-8
4-aminotriphenylamine

: 53410-48-3
4,5,7-trinitro-9-oxofluorene-2-carbonyl chloride

: 4,5,7-Trinitro-9-oxo-9H-fluorene-2-carboxylic acid (4-diphenylamino-phenyl)-amide

Conditions

Conditions	Yield
In acetone Heating;	65%

: 2350-01-8
4-aminotriphenylamine

: 128-69-8
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

: N,N’-bis(4-diphenylaminophenyl)perylene-3,4,9,10-tetracarboxylic diimide

Conditions

Conditions	Yield
With isoquinoline; 3-methyl-phenol at 180℃; for 18h;	65%

: 2350-01-8
4-aminotriphenylamine

: 1172630-55-5
2Cl-diPBI

: 1247944-78-0
C114H90N6O8

Conditions

Conditions	Yield
With potassium tert-butylate; palladium diacetate; tricyclohexylphosphine In toluene at 110℃; for 5h; Buchwald-Hartwig Reaction; Inert atmosphere;	63.4%

N,N-Diphenyl-p-phenylenediamine Specification

The 1,4-Benzenediamine,N1,N1-diphenyl-, with the CAS registry number 2350-01-8, has the systematic name of N,N-diphenylbenzene-1,4-diamine. It is also called ,N-Diphenyl-p-phenylenediamine. And the molecular formula of this chemical is C₁₈H₁₆N₂.

The physical properties of 1,4-Benzenediamine,N1,N1-diphenyl- are as following: (1)ACD/LogP: 4.16; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.98; (4)ACD/LogD (pH 7.4): 4.16; (5)ACD/BCF (pH 5.5): 567.46; (6)ACD/BCF (pH 7.4): 845.91; (7)ACD/KOC (pH 5.5): 2902.79; (8)ACD/KOC (pH 7.4): 4327.18; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 6.48 Å²; (13)Index of Refraction: 1.681; (14)Molar Refractivity: 84.33 cm³; (15)Molar Volume: 222.8 cm³; (16)Polarizability: 33.43×10^-24cm³; (17)Surface Tension: 53.9 dyne/cm; (18)Density: 1.168 g/cm³; (19)Flash Point: 193.3 °C; (20)Enthalpy of Vaporization: 69.35 kJ/mol; (21)Boiling Point: 436.9 °C at 760 mmHg; (22)Vapour Pressure: 7.78E-08 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: c3c(N(c1ccccc1)c2ccc(cc2)N)cccc3
(2)InChI: InChI=1/C18H16N2/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,19H2
(3)InChIKey: UXKQNCDDHDBAPD-UHFFFAOYAQ

Product Name

N,N-Diphenyl-p-phenylenediamine

Synthetic route

N,N-Diphenyl-p-phenylenediamine Specification

Related Products

Hot Products