1,8-Dinitronaphthalene Property

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H228Flammable solid

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

1,8-Dinitronaphthalene Chemical Properties,Usage,Production

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.]