1,8-Dinitronaphthalene Chemical Properties

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.

InChIKey

AVCSMMMOCOTIHF-UHFFFAOYSA-N

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

Hazard Codes 

F,Xi

Risk Statements 

11-36/37/38

Safety Statements 

16-26-36

RIDADR 

2811

WGK Germany 

3

RTECS 

QJ4552000

HazardClass 

6.1(b)

PackingGroup 

III

MSDS

• Language:English Provider:1,8-Dinitronaphthalene

1,8-Dinitronaphthalene Usage And Synthesis

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.]

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