| Identification | More | [Name]
4-Hydroxydiphenylamine | [CAS]
122-37-2 | [Synonyms]
4-ANILINO-1-HYDROXYBENZENE
4-ANILINOPHENOL
4-HYDROXYDIPHENYLAMINE
4-(N-PHENYLAMINO)PHENOL
4-(phenylamino)-phenol
P-ANILINOPHENOL
P-HYDROXYDIPHENYLAMINE
4-(phenylamino)-pheno
4-hydroxy-diphenylamin
Diphenylamine, 4-hydroxy-
N-Phenyl-p-aminophenol
p-(Phenylamino)phenol
p-anilino-pheno
para-Hydroxydifenylamin
Phenol, p-anilino-
Phenol,4-(phenylamino)-
Phenyl-p-aminophenol
p-Hydroxydifenylamin
p-Oxydiphenylamine
VTI 1 | [EINECS(EC#)]
204-538-9 | [Molecular Formula]
C12H11NO | [MDL Number]
MFCD00020142 | [Molecular Weight]
185.22 | [MOL File]
122-37-2.mol |
| Chemical Properties | Back Directory | [Definition]
Gray solid leaflets. Insoluble in water; soluble
in alcohol, ether, acetone, chloroform, alkali, and
benzene. | [Melting point ]
67-73°C | [Boiling point ]
190°C | [density ]
1.0936 (rough estimate) | [refractive index ]
1.5300 (estimate) | [Fp ]
209°C | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Ethanol: Soluble: =10 mg/mlPBS (pH 7.2): Soluble: =10 mg/ml | [form ]
powder to lump | [pka]
10.46±0.13(Predicted) | [color ]
Gray, solid leaflets | [BRN ]
511942 | [InChI]
InChI=1S/C12H11NO/c14-12-8-6-11(7-9-12)13-10-4-2-1-3-5-10/h1-9,13-14H | [InChIKey]
JTTMYKSFKOOQLP-UHFFFAOYSA-N | [SMILES]
C1(O)=CC=C(NC2=CC=CC=C2)C=C1 | [CAS DataBase Reference]
122-37-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Phenol, 4-(phenylamino)-(122-37-2) | [EPA Substance Registry System]
122-37-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36/39:Wear suitable protective clothing and eye/face protection . | [RIDADR ]
UN2811 | [RTECS ]
SJ6950000 | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29222990 | [Toxicity]
LD50 oral in rat: 3300mg/kg |
| Hazard Information | Back Directory | [Hazard]
Irritant. | [Uses]
4-Hydroxydiphenylamine is used as a reactant in the preparation of iron methylisopropylglyoxime dimethylpyridine/dimethylaminopyridine/phenylaminophenol/imidazolidone complexes. | [Safety Profile]
Poison by intravenous route.Moderately toxic by ingestion. A severe eye irritant. Seealso AROMATIC AMINES. When heated todecomposition it emits toxic fumes of NOx. | [Purification Methods]
Crystallise the amine from chlorobenzene/pet ether, pentane (m 72o) or *C6H6/pet ether (m 70o). [Beilstein 13 III 1019, 13 IV 1052.] | [References]
[1] HAOQI NINA ZHAO, EDWARD P. KOLODZIEJ* Transformation Products of Tire Rubber Antioxidant 6PPD in Heterogeneous Gas-Phase Ozonation: Identification and Environmental Occurrence[J]. 环境科学与技术, 2023, 57 14: 5621-5632. DOI: 10.1021/acs.est.2c08690
[2] NICO GRASSE, THORSTEN REEMTSMA* Uptake and Biotransformation of the Tire Rubber-derived Contaminants 6-PPD and 6-PPD Quinone in the Zebrafish Embryo (Danio rerio)[J]. 环境科学与技术, 2023, 57 41: 15598-15607. DOI: 10.1021/acs.est.3c02819
[3] W E ALEXANDER S E W A J Ryan. Metabolism of diphenylamine in the rat, rabbit and man.[J]. Food and cosmetics toxicology, 1965, 3 4: 571-579. DOI: 10.1016/s0015-6264(65)80203-6
[4] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras. |
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