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HomeProduct name list1,8-Diaminonaphthalene

1,8-Diaminonaphthalene

Synonym(s):1,8-Diaminonaphthalene, 1,8-Naphthylenediamine;1,8-Naphthalenediamine

  • CAS NO.:479-27-6
  • Empirical Formula: C10H10N2
  • Molecular Weight: 158.2
  • MDL number: MFCD00004033
  • EINECS: 207-529-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-03-25 11:48:53
1,8-Diaminonaphthalene Structural

What is 1,8-Diaminonaphthalene?

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.

The Uses of 1,8-Diaminonaphthalene

1,8-Diaminonaphthalene is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

The Uses of 1,8-Diaminonaphthalene

Lubricating-oil antioxidant, analytical reagent

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.]

Properties of 1,8-Diaminonaphthalene

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
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 for 1,8-Diaminonaphthalene

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
GHS Hazard Statements H302:Acute toxicity,oral
H317:Sensitisation, Skin
H351:Carcinogenicity
Precautionary Statement Codes P201:Obtain special instructions before use.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P308+P313:IF exposed or concerned: Get medical advice/attention.

Computed Descriptors for 1,8-Diaminonaphthalene

InChIKey YFOOEYJGMMJJLS-UHFFFAOYSA-N

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