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1,8-Diaminonaphthalene

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1,8-Diaminonaphthalene Basic information

Product Name:
1,8-Diaminonaphthalene
Synonyms:
  • 1,8-Diaminonaphthalene (1,8-Naphthalene diamine)
  • 1,8-DIAMINONAPHTHALONE
  • 1.8-DIAMINA-NAPTHALENE 99.6+%
  • 1,8-Diaminonaphthalene,99%
  • 1,8-Diaminonaphthalene,90%,tech.
  • 1,8-Diaminonaphthale
  • 8-Diaminonaphthalene
  • Naphthalene-1,8-diamine 99%
CAS:
479-27-6
MF:
C10H10N2
MW:
158.2
EINECS:
207-529-8
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Organics
  • Nitrogen Compounds
  • Organic Building Blocks
  • Polyamines
  • Intermediates of Dyes and Pigments
  • Benzene derivatives
Mol File:
479-27-6.mol
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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)
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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
8
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29215940
Toxicity
LD50 orally in Rabbit: 800 mg/kg

MSDS

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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 Preparation Products And Raw materials

Preparation Products

1,8-DiaminonaphthaleneSupplier

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