p-Phenylenediamine supplier

Name
p-Phenylenediamine
EINECS 203-404-7
CAS No. 106-50-3
Article Data551
CAS DataBase
Density 1.15 g/cm³
Solubility 47 g/L (25 °C) in water
Melting Point 139 °C
Formula C₆H₈N₂
Boiling Point 267.4 °C at 760 mmHg
Molecular Weight 108.143
Flash Point 135.9 °C
Transport Information UN 1673 6.1/PG 3
Appearance white to light purple solid
Safety 28-36/37-45-60-61-28A-24/25-23-53
Risk Codes 23/24/25-36-43-50/53-63-36/37/38-45-40
Molecular Structure
Hazard Symbols T,N,T+,Xn
Synonyms 1,4-Benzenediamine;1,4-Phenylenediamine;4-Phenylenediamine;CI 76060;p-Phenylenediamine;1,4-Diaminobenzene;4-Aminoaniline;6PPD;AI3-00710;BASF ursol D;Benzofur D;C.I. 76060;C.I. Developer 13;C.I. Oxidation Base 10;CCRIS 509;Fenylenodwuamina;Fouramine D;Paraphenylenediamine;Pelagol D;p-Aminoaniline;p-Benzenediamine;p-Diaminobenzene;p-Fenylendiamin;p-Phenyldiamine;p-Phenylenediamine;1,4-Benzenediamine;Phenylenediamine, para-;p-Phenylenediamine;
PSA 52.04000
LogP 2.01340

Synthetic route

: 100-25-4
para-dinitrobenzene

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With sodium tetrahydroborate In water at 50℃; for 0.0833333h; Green chemistry;	100%
With hydrogen In tetrahydrofuran at 20℃; under 760.051 Torr; for 3h; chemoselective reaction;	100%
With sodium hypophosphite monohydrate; 5%-palladium/activated carbon; hypophosphorous acid In 2-methyltetrahydrofuran; water for 3h; Sonication; chemoselective reaction;	99%

: 1516-60-5
4-nitrophenyl azide

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
Stage #1: 4-nitrophenyl azide With hydrazine hydrate at 135℃; for 3h; Stage #2: With potassium hydroxide at 135℃; for 24h;	100%
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 5h;	94%
With hydrogenchloride; tin

: 100-01-6
4-nitro-aniline

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With palladium diacetate; carbon monoxide; triphenylphosphine In water; acetic acid at 56℃; under 532 Torr; for 11h;	100%
With triethylsilane; palladium dichloride In ethanol at 20℃; for 1h; Inert atmosphere;	100%
With 10% palladium on activated charcoal; hydrogen for 2h;	100%

: 1984-23-2
p-nitrophenyl isocyanide

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With graphitic carbon nitride; hydrazine hydrate In water at 70℃; for 24h; Irradiation; Sealed tube; Green chemistry; chemoselective reaction;	100%

: 98-95-3
nitrobenzene

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
Stage #1: nitrobenzene With Oxalamide; tetramethyl ammoniumhydroxide; ammonia In dimethyl sulfoxide at 100℃; under 18751.9 Torr; for 7h; Autoclave; Stage #2: With 5%-palladium/activated carbon; hydrogen In methanol at 55℃; under 9000.9 Torr; for 4h; Reagent/catalyst; Autoclave;	99.1%
Multi-step reaction with 2 steps 1: urea, monosodium salt; urea / dimethyl sulfoxide / 2 h / 90 °C 2: 5%-palladium/activated carbon; hydrogen / ethanol / 80 °C / 15001.5 - 22502.3 Torr View Scheme

: 122-80-5
N-acetyl-p-phenylenediamine

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With ammonium bromide; ethylenediamine at 70℃; for 5h; Microwave irradiation; Inert atmosphere; neat (no solvent);	99%
With ammonium iodide; hydrazine at 50℃; for 12h;	99%
With ammonium iodide; hydrazine hydrate at 50℃; for 12h; Inert atmosphere; Sealed tube;	99%

: 14860-64-1
4-azidoaniline

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With iron(III) oxide; hydrazine hydrate In water at 120℃; for 2h; Concentration; Temperature; Time; Inert atmosphere;	99%
With zinc In methanol at 20℃; for 5h;	95%
With hydrazine hydrate In ethanol at 20℃; chemoselective reaction;	90%

: 106-37-6
1.4-dibromobenzene

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With C24H12Cu2F9N4O7; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 140℃; for 16h;	99%
With ammonia; C16H16N2O20.8Ni0.2Cu at 85℃; under 1500.15 Torr; for 8.5h; Autoclave; Inert atmosphere;	92%
Multi-step reaction with 2 steps 1: copper(ll) sulfate pentahydrate; sodium L-ascorbate; potassium carbonate; ammonium hydroxide / dimethyl sulfoxide; glycerol / 8 h / 100 °C 2: copper(ll) sulfate pentahydrate; sodium L-ascorbate; potassium carbonate; ammonium hydroxide / dimethyl sulfoxide; glycerol / 8 h / 100 °C View Scheme

: 624-38-4
para-diiodobenzene

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With C24H12Cu2F9N4O7; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 140℃; for 16h;	99%
With ammonia at 20℃; Reagent/catalyst; Temperature;	97%
With [10%-Pd/Al2O3]; ammonia at 250℃; Catalytic behavior; Temperature; Reagent/catalyst; Inert atmosphere;

: 100-25-4
para-dinitrobenzene

12percent nickel/Al-SBA-15 fiber: 12percent nickel/Al-SBA-15 fiber

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With hydrogen In ethanol at 109.84℃; under 18751.9 Torr; for 7.5h; Autoclave; Green chemistry; chemoselective reaction;	99%

: 589-87-7
1,4-bromoiodobenzene

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 120℃; for 16h; Sealed tube; chemoselective reaction;	98%
Multi-step reaction with 2 steps 1: chlorotris(triphenylphosphine)cobalt(I); bis[2-(diphenylphosphino)phenyl] ether / toluene / 12 h / 100 °C 2: hydrogenchloride; water / methanol / 1 h / 20 °C View Scheme

: 540-37-4
p-aminoiodobenzene

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia In water at 25℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction;	97%
With acetamidine hydrochloride; caesium carbonate; L-proline; copper(l) iodide In N,N-dimethyl-formamide at 120℃; for 10h;	94%
With copper(l) iodide; ammonia; potassium carbonate In water; dimethyl sulfoxide at 100℃; for 12h;	93%

: 71026-66-9
N-(tert-butoxycarbonyl)-1,4-phenylenediamine

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
In various solvent(s) at 150℃; for 0.5h; microwave irradiation;	97%
With 1,1,1,3',3',3'-hexafluoro-propanol at 150℃; for 0.5h; Product distribution / selectivity; Microwave irradiation;	97%
With 1,1,1,3',3',3'-hexafluoro-propanol at 150℃; for 0.5h; Product distribution / selectivity; Microwave irradiation;	97%
With 2,2,2-trifluoroethanol at 150℃; for 3h; Product distribution / selectivity; Microwave irradiation;	93%

: 2294-47-5
1,4-diazidobenzene

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 0.166667h; Ambient temperature;	96%
With water for 5h; Inert atmosphere; UV-irradiation; Sealed tube; chemoselective reaction;	92%

: 105-11-3, 6133-83-1, 6421-98-3
1,4-Benzochinondioxim

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With sodium tetrahydroborate at 20℃; for 0.0333333h; neat (no solvent, solid phase);	96%
With iron oxide; zirconium(IV) chloride; sodium cyanoborohydride In neat (no solvent) at 20℃; for 0.0833333h;	94%

: 105-11-3, 6133-83-1, 6421-98-3
p-benzoquinone dioxime

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With (pyridine)(tetrahydroborato)zinc In tetrahydrofuran for 1h; Heating;	95%
With fermenting. yeast
With hydrogenchloride; tin(ll) chloride

: 60-09-3
aniline yellow

A: 62-53-3
aniline

B: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With formic acid; zinc In methanol at 20℃; for 0.0833333h;	A 95% B 93%
With hydrazine hydrate; aluminium In ethanol Heating;	A 94% B 93%
With ammonium acetate; zinc In methanol at 20℃; for 0.05h;	A n/a B 93%

: C12H8Cl6N2O6

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With acetic acid; zinc In water at 0℃; for 0.5h;	95%

: 104-04-1
N-(4-Nitrophenyl)acetamide

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With [Zn(BH4)2(py)] In tetrahydrofuran for 3.1h; Heating;	94%
With mineral acid durch elektrolytische Reduktion;
With hydrogenchloride; tin

: 25811-68-1
N,N,N',N'-tetrakis(trimethylsilyl)-1,4-phenylenediamine

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With hydrogenchloride; water In methanol at 20℃; for 1h;	94%
With hydrogenchloride In diethyl ether

: 60-09-3
aniline yellow

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With ammonium formate; nickel In methanol at 20℃; for 0.0833333h;	93%
With hydrazine hydrate In ethanol Heating;	93%
With water; zinc

: 60-09-3
4-Aminoazobenzene

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With nickel; hydrazinium monoformate In methanol for 0.0833333h; Heating;	93%

: 106-40-1
4-bromo-aniline

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With ammonium hydroxide; trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate In neat (no solvent) at 80℃; for 7h;	93%
With ammonium hydroxide; (2-methylacetatobenzyl)triphenylphosphonium hexabromodipalladate(II) at 60℃; for 5h;	92%
With ammonium hydroxide; bis[(2-methylacetatobenzyl)tri(p-tolyl)phosphonium] hexabromodipalladate(II) In neat (no solvent) at 60℃; for 5h;	90%

: 3010-82-0
terephthalamide

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With water; chlorine; sodium hydroxide at 5 - 80℃; for 4.5h; Reagent/catalyst; Hofmann Rearrangement;	93%

: 65052-89-3
N,N-dibenzyl-4-nitroaniline

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With formic acid; potassium hydroxide In ethanol at 70℃; for 1h;	93%

: 53821-12-8
benzyl 4-(nitro)phenylcarbamate

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 5h;	92%
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;	86%

: 106-46-7
para-dichlorobenzene

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With ammonium hydroxide; copper(II) ferrite at 150℃; under 31503.2 - 36003.6 Torr; for 10h; Catalytic behavior; Pressure; Temperature; Autoclave;	91.7%
With copper(l) iodide; 2,2-[μ-(N,N'-piperazindiyl)dimethyl]-bis(4,6-di-tert-butyl-phenol); ammonia at 150℃; under 31503.2 Torr; for 10h; Reagent/catalyst; Temperature; Pressure; Autoclave;	90.6%
With ammonium hydroxide; 1,10-Phenanthroline; copper(I) bromide at 150℃; under 45004.5 Torr; for 0.00555556h; Reagent/catalyst; Temperature; Pressure;	90.6%

: 4-Azidoaniline hydrochloride

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With tris-(trimethylsilyl)silane; 2-hydroxyethanethiol In water at 100℃; for 4h;	90%

: 105-12-4
p-dinitrosobenzene

: 106-50-3
1,4-phenylenediamine

Conditions

Conditions	Yield
With Saccharomyces cerevisiae BY In methanol at 20℃; pH=7.0; aq. buffer; Enzymatic reaction;	90%

: 100-52-7
benzaldehyde

: 106-50-3
1,4-phenylenediamine

: 797-20-6
N,N'-dibenzylidene-benzene-1,4-diamine

Conditions

Conditions	Yield
With aluminum oxide for 5h; Milling;	100%
In chloroform at 20℃; Inert atmosphere;	82%
With sodium hydrogen sulfate; silica gel for 0.0666667h; microwave irradiation;	78%

: 90-02-8
salicylaldehyde

: 106-50-3
1,4-phenylenediamine

: 119643-02-6
2,2'-{(1E,1'E)-[1,4-phenylenebis(azanylylidene)]bis(methanylylidene)}diphenol

Conditions

Conditions	Yield
In methanol for 0.5h; Reflux;	100%
In ethanol for 2h; Heating;	88%
With tin(II) chloride dihdyrate In dichloromethane at 20℃; for 6h;	87.7%

: 98-59-9
p-toluenesulfonyl chloride

: 106-50-3
1,4-phenylenediamine

: 41595-29-3
N,N'-ditosyl-p-phenylenediamine

Conditions

Conditions	Yield
With pyridine for 2h; Reflux;	100%
With triethylamine In dichloromethane at 4℃;	100%
With sodium hydroxide In diethyl ether at 0 - 20℃;	90%
With pyridine In tetrahydrofuran at 40℃; for 2h;	74%

: 24424-99-5
di-tert-butyl dicarbonate

: 106-50-3
1,4-phenylenediamine

: 71026-66-9
N-(tert-butoxycarbonyl)-1,4-phenylenediamine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 20℃;	100%
With glycerol at 20℃; for 0.333333h; Green chemistry; chemoselective reaction;	97%
In dichloromethane at 20℃; for 18h; Cooling with ice;	97%

: 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride

: 137819-03-5
2,4-diamino-(n-hexadecyloxy)benzene

: 106-50-3
1,4-phenylenediamine

soluble polyimide, inherent viscosity: 0.78 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine; 2,4-diamino-(n-hexadecyloxy)benzene: soluble polyimide, inherent viscosity: 0.78 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine; 2,4-diamino-(n-hexadecyloxy)benzene

Conditions

Conditions	Yield
With isoquinoline In various solvent(s) at 70 - 200℃;	100%

...Expand

: 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride

: 137819-03-5
2,4-diamino-(n-hexadecyloxy)benzene

: 106-50-3
1,4-phenylenediamine

soluble polyimide, inherent viscosity: 0.67 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine; 2,4-diamino-(n-hexadecyloxy)benzene: soluble polyimide, inherent viscosity: 0.67 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine; 2,4-diamino-(n-hexadecyloxy)benzene

Conditions

Conditions	Yield
With isoquinoline In various solvent(s) at 70 - 200℃;	100%

...Expand

: 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride

: 137819-03-5
2,4-diamino-(n-hexadecyloxy)benzene

: 106-50-3
1,4-phenylenediamine

soluble polyimide, inherent viscosity: 0.69 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine; 2,4-diamino-(n-hexadecyloxy)benzene: soluble polyimide, inherent viscosity: 0.69 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine; 2,4-diamino-(n-hexadecyloxy)benzene

Conditions

Conditions	Yield
With isoquinoline In various solvent(s) at 70 - 200℃;	100%

...Expand

: 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride

: 137819-03-5
2,4-diamino-(n-hexadecyloxy)benzene

: 106-50-3
1,4-phenylenediamine

soluble polyimide, inherent viscosity: 0.65 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine; 2,4-diamino-(n-hexadecyloxy)benzene: soluble polyimide, inherent viscosity: 0.65 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine; 2,4-diamino-(n-hexadecyloxy)benzene

Conditions

Conditions	Yield
With isoquinoline In various solvent(s) at 70 - 200℃;	100%

...Expand

: 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride

: 137819-03-5
2,4-diamino-(n-hexadecyloxy)benzene

: 106-50-3
1,4-phenylenediamine

soluble polyimide, inherent viscosity: 0.44 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine; 2,4-diamino-(n-hexadecyloxy)benzene: soluble polyimide, inherent viscosity: 0.44 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine; 2,4-diamino-(n-hexadecyloxy)benzene

Conditions

Conditions	Yield
With isoquinoline In various solvent(s) at 70 - 200℃;	100%

...Expand

: 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride

: 137819-03-5
2,4-diamino-(n-hexadecyloxy)benzene

: 106-50-3
1,4-phenylenediamine

soluble polyimide, inherent viscosity: 0.27 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine; 2,4-diamino-(n-hexadecyloxy)benzene: soluble polyimide, inherent viscosity: 0.27 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine; 2,4-diamino-(n-hexadecyloxy)benzene

Conditions

Conditions	Yield
With isoquinoline In various solvent(s) at 70 - 200℃;	100%

...Expand

: 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride

: 106-50-3
1,4-phenylenediamine

soluble polyimide, inherent viscosity: 1.42 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine: soluble polyimide, inherent viscosity: 1.42 dl/g; monomer(s): 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride; p-phenylenediamine

Conditions

Conditions	Yield
With isoquinoline In various solvent(s) at 70 - 200℃;	100%

: 50606-95-6
4-hexylbenzoyl chloride

: 106-50-3
1,4-phenylenediamine

: 1055298-70-8
N-(4-aminophenyl)-4-hexylbenzamide

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 17h;	100%

: 24424-99-5
di-tert-butyl dicarbonate

: 106-50-3
1,4-phenylenediamine

: 121680-23-7
di(tert‐butyl) 1,4‐phenylenedicarbamate

Conditions

Conditions	Yield
With 1,4-disulfopiperazine-1,4-diium chloride In neat (no solvent) at 20℃; for 0.0833333h; Green chemistry; chemoselective reaction;	100%
With guanidine hydrochloride In ethanol at 35 - 40℃; for 0.333333h;	98%
Stage #1: 1,4-phenylenediamine With caesium carbonate In tetrahydrofuran at 20℃; for 0.5h; Schlenk technique; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at 70℃; Schlenk technique;	90%
With triethylamine In dichloromethane at 20℃;	51%
With guanidine hydrochloride In ethanol at 40℃; for 8h;

: 1443978-57-1
C50H30N4NiO4

: 106-50-3
1,4-phenylenediamine

: 1443978-66-2
C56H34N6NiO2

Conditions

Conditions	Yield
Stage #1: C50H30N4NiO4 With 1,2,4-Trichlorobenzene for 1h; Molecular sieve; Reflux; Stage #2: 1,4-phenylenediamine In pyridine at 220℃; for 16h;	100%

: 77716-16-6
4-tert-butoxycarbonylamino-1-methyl-1H-pyrrole-2-carboxylic acid benzotriazol-1yl ester

: 106-50-3
1,4-phenylenediamine

: C17H22N4O3

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 2h;	100%

: C44H47N3O5

: 106-50-3
1,4-phenylenediamine

: C50H53N5O4

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide; toluene at 150℃; Inert atmosphere;	100%

: 89-32-7
Pyromellitic dianhydride

: 106-50-3
1,4-phenylenediamine

: C10H6O8*C6H8N2

Conditions

Conditions	Yield
Stage #1: Pyromellitic dianhydride In water at 80℃; for 1h; Inert atmosphere; Stage #2: 1,4-phenylenediamine In water at 80℃; for 4h; Inert atmosphere;	100%

: 106-50-3
1,4-phenylenediamine

: 624-18-0
benzene-1,4-diamine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; methanol for 0.166667h;	100%

: 106-50-3
1,4-phenylenediamine

: C6H8N2*(x)ClH

Conditions

Conditions	Yield
With hydrogenchloride; tetrabutylammomium bromide In N,N-dimethyl-formamide at 10℃; for 2.5h; Temperature; Reagent/catalyst;	99.5%

: 106-50-3
1,4-phenylenediamine

: 100-51-6
benzyl alcohol

: 10368-25-9
N1,N4-dibenzylbenzene-1,4-diamine

Conditions

Conditions	Yield
With [((5-Me)PyNPPh2)IrACHTUNGTRENUNG(cod)]; potassium tert-butylate In diethylene glycol dimethyl ether at 70℃; for 48h; Inert atmosphere;	99%
With C41H36AsClN3OPRuS; potassium hydroxide In toluene at 100℃; for 12h;	91%
at 120℃; for 48h; Molecular sieve; Green chemistry;	78%

: 4202-38-4
dodecyl isocyanate

: 106-50-3
1,4-phenylenediamine

: 1-amino-4-(3-dodecylureido)benzene

Conditions

Conditions	Yield
In dichloromethane for 1h;	99%

: 106-50-3
1,4-phenylenediamine

: 693-13-0
diisopropyl-carbodiimide

: 2',2'-(1,4-phenylene)bis(1,3-diisopropylguanidine)

Conditions

Conditions	Yield
With C80H124Cl2N8Nd2O2 In tetrahydrofuran at 60℃; for 0.5h; Reagent/catalyst; Temperature; Time; Schlenk technique; Inert atmosphere; Glovebox;	99%
With [Li(THF)(DME)]3La[μ-η2η1(iPrN)2C(NC6H4p-Cl)]3 at 25℃; for 2h; Inert atmosphere;	98%
[(Me3Si)2N]3Yb(μ-Cl)Li(THF)3 In tetrahydrofuran at 60℃; for 4h;	97%

: 85-44-9
phthalic anhydride

: 106-50-3
1,4-phenylenediamine

: 935-79-5
cis-1,2,3,6-tetrahydrophthalic anhydride

: N-{4-[((1S,6R)-6-Carboxy-cyclohex-3-enecarbonyl)-amino]-phenyl}-phthalamic acid

Conditions

Conditions	Yield
In acetone at 20℃; for 12h;	99%

...Expand

p-Phenylenediamine Chemical Properties

Molecular structure of p-Phenylenediamine (CAS NO.106-50-3) is:

Product Name: p-Phenylenediamine
CAS Registry Number: 106-50-3
IUPAC Name: Benzene-1,4-diamine
Molecular Weight: 108.14112 [g/mol]
Molecular Formula: C₆H₈N₂
XLogP3: -0.3
H-Bond Donor: 2
H-Bond Acceptor: 2
EINECS: 203-404-7
Melting Point: 139 °C
Storage temp.: 2-8°C
Water Solubility: 47 g/L (25 ºC)
Stability: Stable, but oxidizes when exposed to air. Incompatible with oxidizing agents. Store under inert atmosphere.
Surface Tension: 57.5 dyne/cm
Density: 1.15 g/cm³
Flash Point: 135.9 °C
Enthalpy of Vaporization: 50.54 kJ/mol
Boiling Point: 267.4 °C at 760 mmHg
Vapour Pressure: 0.00817 mmHg at 25°C
Other Registry Number: 56481-76-6
Related Registry Number: 16245-77-5 (monosulfate); 540-24-9 (mono-hydrochloride); 624-18-0 (di-hydrochloride); 62654-17-5 (monooxalate)
Product Categories: Variousamine; Intermediates of Dyes and Pigments; 1,4-Benzenediamine; Fluorenes, etc. (reagent for high-performance polymer research); Functional Materials; Reagent for High-Performance Polymer Research; Chemistry

p-Phenylenediamine Uses

p-Phenylenediamine (CAS NO.106-50-3) is added to real henna to create so called "Black Henna".In many cases, it can cause allergic reaction, and cause scarring in some people. PPD should never be applied directly to the skin in its pure form or mixed with anything else. This product is used in almost every hair dye on the market, whatever brand. Also it is a precursor to aramid plastics and fibers such as Kevlar. It is mainly used as a component of engineering polymers and composites. Its use is controversial because of its high toxicity.It may cause allergic reactions, which makes it a controversial chemical to be included in hair dyes.

p-Phenylenediamine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
bird - wild	LD50	oral	100mg/kg (100mg/kg)		Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
cat	LDLo	oral	100mg/kg (100mg/kg)	CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION	Journal of Industrial Hygiene. Vol. 4, Pg. 386, 1923.
dog	LDLo	intravenous	17mg/kg (17mg/kg)		Journal of Industrial Hygiene. Vol. 4, Pg. 386, 1923.
dog	LDLo	subcutaneous	100mg/kg (100mg/kg)	BEHAVIORAL: COMA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS GASTROINTESTINAL: NAUSEA OR VOMITING	U.S. Public Health Service, Public Health Bulletin. Vol. 271, Pg. 40, 1941.
guinea pig	LD50	oral	145mg/kg (145mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(7), Pg. 62, 1988.
guinea pig	LD50	unreported	145mg/kg (145mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(8), Pg. 46, 1987.
man	TDLo	oral	71mg/kg (71mg/kg)	BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Human Toxicology. Vol. 8, Pg. 345, 1989.
mouse	LD50	intraperitoneal	50mg/kg (50mg/kg)		National Technical Information Service. Vol. AD277-689,
mouse	LD50	unreported	331mg/kg (331mg/kg)	BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(6), Pg. 78, 1985.
mouse	LDLo	oral	100mg/kg (100mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 23(5), Pg. 14, 1958.
mouse	LDLo	subcutaneous	140mg/kg (140mg/kg)		Journal of the Society of Cosmetic Chemists. Vol. 12, Pg. 500, 1961.
quail	LD50	oral	100mg/kg (100mg/kg)		Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
rabbit	LDLo	intraperitoneal	150mg/kg (150mg/kg)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Journal of Infectious Diseases. Vol. 42, Pg. 473, 1928.
rabbit	LDLo	intravenous	300mg/kg (300mg/kg)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS	Archives of Internal Medicine. Vol. 36, Pg. 724, 1925.
rabbit	LDLo	oral	250mg/kg (250mg/kg)	CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION	Journal of Industrial Hygiene. Vol. 4, Pg. 386, 1923.
rabbit	LDLo	skin	5gm/kg (5000mg/kg)		Journal of Toxicology and Environmental Health. Vol. 2, Pg. 657, 1977.
rabbit	LDLo	subcutaneous	200mg/kg (200mg/kg)	CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION	Journal of Industrial Hygiene. Vol. 4, Pg. 386, 1923.
rat	LC50	inhalation	920mg/m3/4H (920mg/m3)	BEHAVIORAL: GENERAL ANESTHETIC KIDNEY, URETER, AND BLADDER: HEMATURIA GASTROINTESTINAL: NAUSEA OR VOMITING	National Technical Information Service. Vol. OTS0530403,
rat	LD50	intraperitoneal	37mg/kg (37mg/kg)		Journal of Toxicology and Environmental Health. Vol. 2, Pg. 657, 1977.
rat	LD50	oral	80mg/kg (80mg/kg)		Journal of Toxicology and Environmental Health. Vol. 2, Pg. 657, 1977.
rat	LD50	unreported	133mg/kg (133mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(8), Pg. 46, 1987.
rat	LDLo	intravenous	50mg/kg (50mg/kg)		Bulletin de la Societe Royale des Sciences de Liege. Vol. 41, Pg. 302, 1972.
rat	LDLo	subcutaneous	170mg/kg (170mg/kg)	CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION	Journal of Industrial Hygiene. Vol. 4, Pg. 386, 1923.

p-Phenylenediamine Safety Profile

When tested by the United States Environmental Protection Agency, the EPA reported that in rats and mice chronically exposed to PPD in their diet, it simply depressed body weights, but there were no other clinical signs of toxicity, as were observed in several studies. From 1992 to 2005 years, thirty-one published articles had been investigating a causal association between PPD and cancer . Associations between personal hair dye use and non-Hodgkin's lymphoma, multiple myeloma, acute leukemia, and bladder cancer were observed in at least one well-designed study with detailed exposure assessment, but were not consistently observed across studies.
Hazard Codes: Toxic T, Dangerous N, Very T+, Harmful Xn
Risk Statements: 23/24/25-36-43-50/53-63-36/37/38-45-40
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R36:Irritating to eyes.
R43:May cause sensitization by skin contact.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R63:Possible risk of harm to the unborn child.
R36/37/38:Irritating to eyes, respiratory system and skin.
R45:May cause cancer.
R40:Limited evidence of a carcinogenic effect.
Safety Statements: 28-36/37-45-60-61-28A-24/25-23-53
S28:After contact with skin, wash immediately with plenty of soap-suds.
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S24/25:Avoid contact with skin and eyes.
S23:Do not breathe vapour.
S53:Avoid exposure - obtain special instructions before use.
RIDADR: UN 1673 6.1/PG 3
WGK Germany: 3
RTECS: SS8050000
F: 8-10-23
HazardClass: 6.1
PackingGroup: III
HS Code: 29215119

p-Phenylenediamine Specification

p-Phenylenediamine , its cas register number is 106-50-3. It also can be called 1,4-Benzenediamine ; 1,4-Phenylenediamine ; 4-Phenylenediamine ; CI 76060 ; p-Phenylenediamine ; 1,4-Diaminobenzene ; 4-Aminoaniline ; 6PPD ; AI3-00710 ; BASF ursol D ; Benzofur D ; C.I. 76060 ; C.I. Developer 13 ; C.I. Oxidation Base 10 ; CCRIS 509 ; Fenylenodwuamina ; Fouramine D ; Paraphenylenediamine ; Pelagol D ; p-Aminoaniline ; p-Benzenediamine ; p-Diaminobenzene ; p-Fenylendiamin ; p-Phenyldiamine ; p-Phenylenediamine ; 1,4-Benzenediamine ; Phenylenediamine, para- ; p-Phenylenediamine .It is a white to light purple solid.

Product Name

p-Phenylenediamine

Synthetic route

p-Phenylenediamine Chemical Properties

p-Phenylenediamine Uses

p-Phenylenediamine Toxicity Data With Reference

p-Phenylenediamine Safety Profile

p-Phenylenediamine Specification

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