4-Hydroxydiphenylamine Chemical Properties

Melting point:

67-73°C

Boiling point:

190°C

Density 

1.0936 (rough estimate)

refractive index 

1.5300 (estimate)

Flash point:

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

Phenol, 4-(phenylamino)- (122-37-2)

Safety Information

Hazard Codes 

Xn

Risk Statements 

37/38-41-22-21

Safety Statements 

26-36/37/39-36/39

RIDADR 

UN2811

RTECS 

SJ6950000

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29222990

Toxicity

LD50 oral in rat: 3300mg/kg

MSDS

• Language:English Provider:ALFA

4-Hydroxydiphenylamine Usage And Synthesis

Uses

4-Hydroxydiphenylamine is used as a reactant in the preparation of iron methylisopropylglyoxime dimethylpyridine/dimethylaminopyridine/phenylaminophenol/imidazolidone complexes.

Definition

Gray solid leaflets. Insoluble in water; soluble in alcohol, ether, acetone, chloroform, alkali, and benzene.

Hazard

Irritant.

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]. Environmental Science and Technology, 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]. Environmental Science and Technology, 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.

4-Hydroxydiphenylamine (122-37-2)Related Product Information

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• Solvent Violet 13