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1,5-Dinitronaphthalene

1,5-Dinitronaphthalene Basic information
Product Name:1,5-Dinitronaphthalene
Synonyms:1,5-dinitro-naphthalen;Naphthalene,1,5-dinitro-;1,5-DINITRONAPHTHALENE;LABOTEST-BB LT00436936;1,5-Dinitroaphthalene;1,5-Dinitronaphthalene98%;1,5-Dinitronaphthalene,tech.90%;1,5-DINITRO NAPHTALENE
CAS:605-71-0
MF:C10H6N2O4
MW:218.17
EINECS:210-095-2
Product Categories:Building Blocks;Chemical Synthesis;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Intermediates of Dyes and Pigments;Naphthalene derivatives
Mol File:605-71-0.mol
1,5-Dinitronaphthalene Structure
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 Reference605-71-0(CAS DataBase Reference)
NIST Chemistry ReferenceNaphthalene, 1,5-dinitro-(605-71-0)
EPA Substance Registry System1,5-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 Information
ProviderLanguage
1,5-Dinitronaphthalene English
SigmaAldrich English
ACROS English
ALFA English
1,5-Dinitronaphthalene Usage And Synthesis
Chemical PropertiesYellow to yellow-green needles or fluffy powder
Uses1,5-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.
DefinitionChEBI: 1,5-dinitronaphthalene is a dinitronaphthalene carrying nitro groups at positions 1 and 5. It has a role as a genotoxin.
Production MethodsNaphthalene 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.
General DescriptionYellowish white needles or light yellow fluffy solid.
Air & Water ReactionsInsoluble in water.
Reactivity Profile1,5-Dinitronaphthalene is incompatible with strong oxidizers and strong bases. Mixtures with sulfur or sulfuric acid may explode if heated to 248° F .
Fire HazardFlash point data for 1,5-Dinitronaphthalene are not available; however, 1,5-Dinitronaphthalene is probably combustible.
Safety ProfileA 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
Tag:1,5-Dinitronaphthalene(605-71-0) Related Product Information
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