1,8-Diaminonaphthalene Chemical Properties

Melting point:

60-65 °C (lit.)

Boiling point:

205 °C/12 mmHg (lit.)

Density 

1.1265

vapor pressure 

0.011Pa at 25℃

refractive index 

1.6829

Flash point:

205°C/12mm

storage temp. 

Store below +30°C.

solubility 

methanol: soluble

form 

Chunks or Crystalline Mass

pka

4.46±0.10(Predicted)

color 

Grayish-red to gray or dark brown

Water Solubility 

slightly soluble

Merck 

14,6372

BRN 

742841

Stability:

Air Sensitive

InChIKey

YFOOEYJGMMJJLS-UHFFFAOYSA-N

LogP

1.335

CAS DataBase Reference

479-27-6(CAS DataBase Reference)

NIST Chemistry Reference

1,8-Naphthalenediamine(479-27-6)

EPA Substance Registry System

1,8-Naphthalenediamine (479-27-6)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-40-43-36/37/38

Safety Statements 

36/37-36/37/39-26-24-36

RIDADR 

2811

WGK Germany 

3

F 

8

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29215940

Toxicity

LD50 orally in Rabbit: 800 mg/kg

MSDS

• Language:English Provider:1,8-Diaminonaphthalene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1,8-Diaminonaphthalene Usage And Synthesis

Chemical Properties

Off white powder. 1,8-Naphthalenediamine [479-27-6]. 1,8-diaminonaphthalene, Deltamin, C10H10N2, Mr 158.2, turns brown in air even in the absence of light. Its solutions give a brown precipitate on addition of iron(III) chloride. Treatment with boiling aqueous sodium bisulfite followed by addition of alkali gives 8-amino-1-hydroxynaphthalene. Sulfonation takes place in the 4- position. Coupling with azo compounds also occurs in the 4-position, but in almost neutral solution 4,5-bis coupling can occur. The resulting bisazo compound is reduced with SnCl2– HCl to give 1,4,5,8-tetraaminonaphthalene.

Uses

Lubricating-oil antioxidant, analytical reagent

Uses

1,8-Diaminonaphthalene is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals. 1,8-Naphthalenediamine has minor use as an antioxidant for lubricating oils and as an analytical reagent for the detection of selenium and nitrites.

Production Methods

Reduction of 1,8-dinitronaphthalene is carried out with iron and acetic acid in xylene or by catalytic hydrogenation.

Flammability and Explosibility

Non flammable

Purification Methods

Crystallise 1,8-diaminonaphthalene from water or aqueous EtOH, and sublime it in a vacuum. The N,N'-dimethyl derivative [20734-56-9] has m 103-104o and pK2 5 5.61, the N,N,N'-trimethyl-derivative [20734-57-0] has m 29-30o and pK2 5 6.43. [Hodgson et al. J Chem Soc 202 1945, Beilstein 13 IV 344.]

1,8-Diaminonaphthalene(479-27-6)Related Product Information

• N,N-Dimethyl-1,4-phenylenediamine
• 2-Naphthylamine
• 2,3-DIAMINOTOLUENE
• Iminodiacetonitrile
• 4,4'-Diaminodiphenylsulfone
• Iminodiacetic acid
• 4,4'-Methylenedianiline
• 1,8-Dinitronaphthalene
• 2-AMINOPERIMIDINE HYDROCHLORIDE
• Mordant Black 38
• Solvent Black 3
• 1,8-Bis(dimethylamino)naphthalene
• 2-Aminoperimidine Hydrobromide
• Solvent Red 179
• perimidine
• Acid Black 60
• 2,3-diaminonaphthalene
• 5,6-diaminonaphthalene-1,3-disulphonic acid