General Description
Yellowish white needles or light yellow fluffy solid.
Reactivity Profile
1,5-DINITRONAPHTHALENE(605-71-0) is incompatible with strong oxidizers and strong bases. Mixtures with sulfur or sulfuric acid may explode if heated to 248° F .
Air & Water Reactions
Insoluble in water.
Fire Hazard
Flash point data for this chemical are not available; however, 1,5-DINITRONAPHTHALENE is probably combustible.
Chemical Properties
Yellow to yellow-green needles or fluffy powder
Uses
1,5-Dinitronaphthalene is an intermediate in the production of naphthazarin (5,8- dihydroxy-1,4-naphthoquinone) and 1,5- naphthalenediamine, which is mainly converted to naphthalene 1,5-diisocyanate. As a sensitizing agent for ammonium nitrate explosives the use of mixed isomers is adequate.
Definition
ChEBI: A dinitronaphthalene carrying nitro groups at positions 1 and 5.
Production Methods
Naphthalene is added slowly to mixed acid (22/58/20) at 40 ℃, and the temperature is raised to 80 ℃ over 4 h to give a mixture of 1,5- and 1,8-dinitronaphthalenes. The isomers are separated by fractional crystallization (e.g., from ethylene dichloride) or, preferably, by solvent extraction. The 1,5-isomer can be extracted with toluene, leaving 99 % pure 1,8- dinitronaphthalene. After evaporation of the toluene, the residue is extracted with a strongly polar solvent (e.g., sulfolane) to leave 99 % pure 1,5-isomer.