1,5-Dinitronaphthalene Chemical Properties

Melting point:

214 °C

Boiling point:

358.84°C (rough estimate)

Density 

1.58

refractive index 

1.7040 (estimate)

solubility 

Acetonitrile (Very Slightly), Chloroform (Slightly), DMSO (Very Slightly)

form 

Solid:granular

Water Solubility 

60 ppm (12 ºC), 90 ppm (50 ºC)

BRN 

527184

CAS DataBase Reference

605-71-0(CAS DataBase Reference)

NIST Chemistry Reference

Naphthalene, 1,5-dinitro-(605-71-0)

EPA Substance Registry System

1,5-Dinitronaphthalene (605-71-0)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

41-43-52/53-68-36/37/38

Safety Statements 

26-36/37/39-61-29

RIDADR 

2811

WGK Germany 

3

RTECS 

QJ4551000

HazardClass 

6.1(b)

PackingGroup 

III

MSDS

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1,5-Dinitronaphthalene Usage And Synthesis

Chemical Properties

Yellow to yellow-green needles or fluffy powder

Uses

1,5-Dinitronaphthalene is an intermediate in the production of naphthazarin (5,8- dihydroxy-1,4-naphthoquinone) and 1,5- naphthalenediamine, which is mainly converted to naphthalene 1,5-diisocyanate. As a sensitizing agent for ammonium nitrate explosives the use of mixed isomers is adequate.

Production Methods

Naphthalene is added slowly to mixed acid (22/58/20) at 40 ℃, and the temperature is raised to 80 ℃ over 4 h to give a mixture of 1,5- and 1,8-dinitronaphthalenes. The isomers are separated by fractional crystallization (e.g., from ethylene dichloride) or, preferably, by solvent extraction. The 1,5-isomer can be extracted with toluene, leaving 99 % pure 1,8- dinitronaphthalene. After evaporation of the toluene, the residue is extracted with a strongly polar solvent (e.g., sulfolane) to leave 99 % pure 1,5-isomer.

Definition

ChEBI: 1,5-dinitronaphthalene is a dinitronaphthalene carrying nitro groups at positions 1 and 5. It has a role as a genotoxin.

General Description

Yellowish white needles or light yellow fluffy solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

1,5-Dinitronaphthalene is incompatible with strong oxidizers and strong bases. Mixtures with sulfur or sulfuric acid may explode if heated to 248° F .

Fire Hazard

Flash point data for 1,5-Dinitronaphthalene are not available; however, 1,5-Dinitronaphthalene is probably combustible.

Safety Profile

A suspected carcinogen. Mutation data reported. Mxtures with sulfur or sulfuric acid (used in commercial reactions) may explode if heated to 120℃. Initiation temperature depends on the quality of the dinitronaphthalene. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS of AROMATICHYDROCARBONS

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