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
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) |
Exclamation Mark Irritant GHS07 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 |
Abamectin manufacturer
VGS SYNTHESIS PRIVATE LIMITED
Sarna Chemicals Private Limited
Vijay Chemical Industries
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