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: 2024-12-18 14:08:57

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.