• Name

  N,N,N',N'-Tetrakis(4-aminophenyl)-1,4-benzenediamine

• EINECS
• CAS No. 3283-07-6
• Article Data4
• CAS DataBase
• Density 1.31 g/cm³
• Solubility
• Melting Point >300 °C
• Formula C₃₀H₂₈N₆
• Boiling Point 765.6 °C at 760 mmHg
• Molecular Weight 472.593
• Flash Point 409.3 °C
• Transport Information
• Appearance Kelly powder
• Safety 22-36/37/39
• Risk Codes 20/21/22
• Molecular Structure
• Hazard Symbols
• Synonyms p-Phenylenediamine,N,N,N',N'-tetrakis(p-aminophenyl)- (7CI,8CI);N,N,N',N'-Tetrakis(p-aminophenyl)-p-phenylenediamine;
• PSA 110.56000
• LogP 9.27980

Synthetic route

3283-05-4

N1,N1,N4,N4-tetrakis(4-nitrophenyl)-p-phenylenediamine

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

Conditions

Conditions	Yield
With iron(III) chloride; iron(III) oxide; pyrographite; hydrazine In water; N-methylpyrrolidine N-oxide at 100 - 110℃; for 6h; Product distribution / selectivity;	99%
With hydrazine; iron(III) chloride; pyrographite In 1-methyl-pyrrolidin-2-one; isopropyl alcohol at 100 - 110℃; for 6h;	98%
With iron(III) chloride; pyrographite; hydrazine In 1-methyl-pyrrolidin-2-one; water; isopropyl alcohol at 100 - 110℃; for 6h; Product distribution / selectivity;	98%

542-69-8

1-iodo-butane

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

4182-80-3

N,N,N’,N’-tetrakis[p-di(butyl)aminophenyl]-p-phenylene

Conditions

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 80 - 93℃; for 4h;	96%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 80 - 93℃; for 4h; Product distribution / selectivity;	96%

7044-92-0

2,5-dimethyl-1,4-benzenedicarboxaldehyde

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

C66H60N6

Conditions

Conditions	Yield
In ethanol; dichloromethane for 5h; Reflux;	94%

109-65-9

1-bromo-butane

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

4182-80-3

N,N,N’,N’-tetrakis[p-di(butyl)aminophenyl]-p-phenylene

Conditions

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 80 - 96℃; for 6h; Product distribution / selectivity;	89%

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

79-10-7

acrylic acid

C54H60N6O16

Conditions

Conditions	Yield
at 40 - 50℃;	87%

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

7310-97-6

2,5-dimethoxyterephthalaldehyde

C66H60N6O8

Conditions

Conditions	Yield
In ethanol; dichloromethane for 5h; Reflux;	80%

628-20-6

4-Chlorobutyronitrile

109-69-3

n-Butyl chloride

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

C62H71N13

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide at 90 - 130℃; for 4h;

...Expand

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

620-05-3

iodomethylbenzene

N,N,N',N'-tetrakis(p-dibenzylaminophenyl)-p-phenylenediamine

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 120℃; for 10h;

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

79-10-7

acrylic acid

A

C54H52N6O16(8-)*8Na(1+)

B

C54H56N6O16(4-)*4Na(1+)

Conditions

Conditions	Yield
Stage #1: N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine; acrylic acid at 50 - 60℃; for 4h; Stage #2: With sodium hydrogencarbonate In water for 1h;

...Expand

silver hexafluoroantimonate

628-20-6

4-Chlorobutyronitrile

109-69-3

n-Butyl chloride

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

C62H71N13

Conditions

Conditions	Yield
Stage #1: 4-Chlorobutyronitrile; n-Butyl chloride; N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine With potassium carbonate; potassium iodide at 90 - 130℃; for 4h; Stage #2: silver hexafluoroantimonate In DMF (N,N-dimethyl-formamide) at 60℃; for 0.5h;

...Expand

5469-33-0

cyclohexylmethyl iodide

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

N,N,N',N'-tetrakis{p-di(cyclohexylmethyl)aminophenyl}-p-phenylenediamine

N,N,N',N'-tetrakis{p-di(cyclohexylmethyl)aminophenyl}-p-phenylenediamine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 10h;

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

N,N,N',N'-tetrakis{p-(cyclohexylmethyl)(n-propyl)aminophenyl}-p-phenylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: toluene / 5 h / 80 °C 2: hydrogen / palladium on activated charcoal / toluene / 2 h / 20 °C 3: potassium carbonate / toluene / 6 h / 120 °C View Scheme

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

C58H76N6

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene / 5 h / 80 °C 2: hydrogen / palladium on activated charcoal / toluene / 2 h / 20 °C View Scheme

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

2043-61-0

cyclohexanecarbaldehyde

C58H68N6

Conditions

Conditions	Yield
In toluene at 80℃; for 5h;

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

N,N,N',N'-tetrakis{p-(cyclohexylmethyl)(n-propyl)aminophenyl}-p-phenylenediimmonium hexafluorophosphate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: toluene / 5 h / 80 °C 2: hydrogen / palladium on activated charcoal / toluene / 2 h / 20 °C 3: potassium carbonate / toluene / 6 h / 120 °C 4: silver(I) hexafluorophosphate / acetonitrile / 3 h / 60 °C View Scheme

78-77-3

Isobutyl bromide

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

485831-34-3

(N,N,N’,N’-tetrakis(p-diisobutylaminophenyl)-p-phenylenediamine)

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; sodium hydrogencarbonate at 80℃; for 9.5h;

3283-07-6

N1,N1,N4,N4-tetrakis(4-aminophenyl)-p-phenylenediamine

110-56-5

1,4-dichlorobutane

C46H52N6

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 120℃; for 10h;

N,N,N',N'-Tetrakis(4-aminophenyl)-1,4-phenylenediamine Specification