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Names | |
---|---|
Preferred IUPAC name
N1-Phenylbenzene-1,4-diamine | |
Other names
| |
Identifiers | |
3D model (
JSmol)
|
|
908935 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.002.684 |
EC Number |
|
241334 | |
PubChem
CID
|
|
RTECS number |
|
UNII | |
UN number | 1673 |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C12H12N2 | |
Molar mass | 184.242 g·mol−1 |
Appearance | purple–black or dark purple |
Density | 1.09 g/mL |
Melting point | 75 °C (167 °F; 348 K) |
Boiling point | 354 °C (669 °F; 627 K) |
Hazards | |
GHS labelling: | |
![]() ![]() | |
Warning | |
H302, H317, H319, H410 | |
P261, P264, P270, P272, P273, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P333+P313, P337+P313, P363, P391, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
4-Aminodiphenylamine is a diphenylamine with an additional amine substituent. This dimer of aniline has various industrial uses, including as a hair dye ingredient, but also has raised concerns about toxicity by skin contact. [1] It is also a starting material for the synthesis of 6PPD, an antiozonant for various rubber products. [2] A colorimetric test for the quantitative analysis of nitrite, at levels below 100 nanograms per milliliter, is based on nitrite-catalyzed coupling of 4-aminodiphenylamine with N,N-dimethylaniline. [3]
The most common route of industrial production is by the reaction of aniline with 4‑nitrochlorobenzene followed by reduction of the intermediate 4‑nitrodiphenylamine. [4] An alternative is the direct condensation reaction of nitrobenzene with aniline via a nucleophilic aromatic substitution of hydrogen, [5] this again requires a reduction step. [4]
![]() | |
Names | |
---|---|
Preferred IUPAC name
N1-Phenylbenzene-1,4-diamine | |
Other names
| |
Identifiers | |
3D model (
JSmol)
|
|
908935 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.002.684 |
EC Number |
|
241334 | |
PubChem
CID
|
|
RTECS number |
|
UNII | |
UN number | 1673 |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C12H12N2 | |
Molar mass | 184.242 g·mol−1 |
Appearance | purple–black or dark purple |
Density | 1.09 g/mL |
Melting point | 75 °C (167 °F; 348 K) |
Boiling point | 354 °C (669 °F; 627 K) |
Hazards | |
GHS labelling: | |
![]() ![]() | |
Warning | |
H302, H317, H319, H410 | |
P261, P264, P270, P272, P273, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P333+P313, P337+P313, P363, P391, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
4-Aminodiphenylamine is a diphenylamine with an additional amine substituent. This dimer of aniline has various industrial uses, including as a hair dye ingredient, but also has raised concerns about toxicity by skin contact. [1] It is also a starting material for the synthesis of 6PPD, an antiozonant for various rubber products. [2] A colorimetric test for the quantitative analysis of nitrite, at levels below 100 nanograms per milliliter, is based on nitrite-catalyzed coupling of 4-aminodiphenylamine with N,N-dimethylaniline. [3]
The most common route of industrial production is by the reaction of aniline with 4‑nitrochlorobenzene followed by reduction of the intermediate 4‑nitrodiphenylamine. [4] An alternative is the direct condensation reaction of nitrobenzene with aniline via a nucleophilic aromatic substitution of hydrogen, [5] this again requires a reduction step. [4]