1,8-Dinitronaphthalene
- CAS NO.:602-38-0
- Empirical Formula: C10H6N2O4
- Molecular Weight: 218.17
- MDL number: MFCD00003918
- EINECS: 210-016-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-15 10:44:01
What is 1,8-Dinitronaphthalene?
Chemical properties
Light yellow to Yellow to Orange powder to crystal.
The Uses of 1,8-Dinitronaphthalene
1,8-Dinitronaphthalene (cas# 602-38-0) is a compound useful in organic synthesis.
Definition
ChEBI: 1,8-dinitronaphthalene is a dinitronaphthalene carrying nitro groups at positions 1 and 8.
What are the applications of 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
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.]
Properties of 1,8-Dinitronaphthalene
Melting point: | 161 °C |
Boiling point: | 358.84°C (rough estimate) |
Density | 1.4330 (rough estimate) |
refractive index | 1.7040 (estimate) |
solubility | DMSO (Slightly), Methanol (Slightly) |
form | Solid |
color | Pale Yellow to Light Yellow |
Water Solubility | 34mg/L(15 ºC) |
Stability: | Stability Shock and heat sensitive - may react violently if heated or ground. Combustible. Incompatible with strong oxidizing agents. |
CAS DataBase Reference | 602-38-0(CAS DataBase Reference) |
NIST Chemistry Reference | Naphthalene, 1,8-dinitro-(602-38-0) |
EPA Substance Registry System | 1,8-Dinitronaphthalene (602-38-0) |
Safety information for 1,8-Dinitronaphthalene
Signal word | Warning |
Pictogram(s) |
Flame Flammables GHS02 Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H228:Flammable solids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P240:Ground/bond container and receiving equipment. P241:Use explosion-proof electrical/ventilating/lighting/…/equipment. P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 1,8-Dinitronaphthalene
InChIKey | AVCSMMMOCOTIHF-UHFFFAOYSA-N |
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