Chemical Properties
Light yellow to Yellow to Orange powder to crystal.
Uses
1,8-Dinitronaphthalene (cas# 602-38-0) is a compound useful in organic synthesis.
Application
The reduction of 1,8-dinitronaphthalene to diaminonaphthalene is an important organic synthesis unit reaction and an important way to prepare diaminonaphthalene, and its product diaminonaphthalene is an important pigment intermediate. Diaminonaphthalene mainly includes 1,5-diaminonaphthalene and 1,8-diaminonaphthalene.
Preparation
Separation of dinitronaphthalene: Crude mixtures of dinitronaphthalene (5 g, from Table-3 run 8) was placed together with 50 mL acetone in a 100 mL flask, stirred and heated to reflux. The suspension was refluxing for 2 h and then cooled to 30 oC by stirred and filtered quickly. The precipitate was recrystallized by acetone and 1,5-dinitronaphthalene as light yellow crystals (1.725 g) was got. Then the filter liquor was concentrated to one-thirds of original volume, filtered, the precipitate was recrystallized by toluene and 1,8- dinitronaphthalene as light yellow crystals (1.987 g) was got.
1, 5-Dinitronaphthalene: m.p. 215-216 oC, 1H NMR (400 MHz, CDCl3): δ = 7.84 (t, 2H), 8.33 (d, 2H), 8.81 (d, 2H).
1, 8-Dinitronaphthalene: m.p. 172-173 oC, 1H NMR (400 MHz, CDCl3): δ = 7.98 (t, 2H), 8.51 (dd, 4H).
Zeolite-Assisted Regioselective Synthesis of Dinitronaphthalene
Definition
ChEBI: 1,8-dinitronaphthalene is a dinitronaphthalene carrying nitro groups at positions 1 and 8.
General Description
1,8-dinitronaphthalene appears as yellow crystals. (NTP, 1992)
Air & Water Reactions
Insoluble in water.
Reactivity Profile
1,8-Dinitronaphthalene is sensitive to heat and shock.
Fire Hazard
Flash point data for 1,8-Dinitronaphthalene is not available, however 1,8-Dinitronaphthalene is probably combustible.
Safety Profile
Suspected carcinogen.
Mutation data reported. When heated to
decomposition it emits toxic vapors of NOx
Purification Methods
Crystallise it from *benzene. [Beilstein 5 H 559, 5 II 455, 5 III 1608.]
