|
| | 1,5-Naphthalenediamine Basic information |
| | 1,5-Naphthalenediamine Chemical Properties |
| Melting point | 185-187 °C(lit.) | | Boiling point | 200-210°C 5mm | | density | 1.4 | | vapor pressure | 0Pa at 20℃ | | refractive index | 1.6441 (estimate) | | Fp | 200-210°C/5mm | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | 0.04g/l | | pka | 4.59±0.10(Predicted) | | form | Powder | | color | Gray to dark brown | | Water Solubility | <0.1 g/100 mL at 20.5 ºC | | BRN | 907947 | | LogP | 0.91 | | Dissociation constant | 4.21 at 25℃ | | CAS DataBase Reference | 2243-62-1(CAS DataBase Reference) | | IARC | 3 (Vol. 27, Sup 7) 1987 | | NIST Chemistry Reference | 1,5-Naphthalenediamine(2243-62-1) | | EPA Substance Registry System | 1,5-Naphthalenediamine (2243-62-1) |
| | 1,5-Naphthalenediamine Usage And Synthesis |
| Chemical Properties | GREY TO DARK BROWN POWDER | | Uses | Aromatic amines likely to have high carcinogenic potency. QSARs of aromatic amines. | | Uses | 1,5-naphthalenediamine be used as intermediates for the synthesis of materials. | | Uses | 1,5-Naphthalenediamineis an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs. The reducing properties of 1,5-diaminonaphthalene (1,5-DAN) as a MALDI matrix ( matrix-assisted laser desorption ionization) to amino acid sequencing and disulfide bond mapping of human urotensin II possessing one disulfide bond, and human guanylin possessing two disulfide bonds. | | Production Methods | The 1979 estimated production volume was 50,000 kg in
Germany and Japan. The major use of the compound is
for the manufacture of 1,5-naphthalene diisocyanate and in
the production of polyurethane elastomers.
The potential for exposure to 1,5-naphthalenediamine may
be greatest for workers involved in the manufacture of 1,5-
naphthalene diisocyanate, which is known to hydrolyze
readily to 1,5-naphthalenediamine upon contact with water. | | Definition | ChEBI: A naphthalenediamine compound having amino substituents in the 1- and 5-positions. | | General Description | Colorless to pale purple crystals or lavender powder. | | Air & Water Reactions | 1,5-Naphthalenediamine is sensitive to prolonged exposure to air. Insoluble in water. | | Reactivity Profile | 1,5-Naphthalenediamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides. | | Hazard | Questionable carcinogen. | | Fire Hazard | Flash point data for 1,5-Naphthalenediamine are not available. 1,5-Naphthalenediamine is probably combustible. | | Safety Profile | Suspected carcinogen
with experimental carcinogenic,
neoplastigenic, tumorigenic data.
Experimental reproductive effects. Mutation
data reported. When heated to
decomposition it emits toxic fumes of NOx. | | Purification Methods | Recrystallise the amino-naphthalene from boiling H2O, but this is wasteful due to poor solubility. Boil it in chlorobenzene (charcoal), filter hot and cool the filtrate (preferably under N2). This gives colourless crystals. Dry it in a vacuum till free from chlorobenzene (odour), and store it in sealed ampoules under N2 away from light. [Beilstein 13 IV 340.] |
| | 1,5-Naphthalenediamine Preparation Products And Raw materials |
|
