1,8-Dinitronaphthalene

1,8-Dinitronaphthalene Basic information
Product Name:1,8-Dinitronaphthalene
Synonyms:1,8-dinitro-naphthalen;1,8-DINITRONAPHTHALENE;LABOTEST-BB LT00436938;1,8-Dinitronaphthalene, contains variable amounts of water, 97%;Naphthalene, 1,8-dinitro-;1,8-Dinitronaphthalene,85%;1,8-Dinitronaphthalene,97%,contains variableamounts of water;1,8-Dinitronaphthalene, NSC 6323
CAS:602-38-0
MF:C10H6N2O4
MW:218.17
EINECS:210-016-1
Product Categories:Fine chemical;Carbohydrates & Derivatives
Mol File:602-38-0.mol
1,8-Dinitronaphthalene Structure
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.
InChIKeyAVCSMMMOCOTIHF-UHFFFAOYSA-N
CAS DataBase Reference602-38-0(CAS DataBase Reference)
NIST Chemistry ReferenceNaphthalene, 1,8-dinitro-(602-38-0)
EPA Substance Registry System1,8-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 Information
ProviderLanguage
1,8-Dinitronaphthalene English
1,8-Dinitronaphthalene Usage And Synthesis
Chemical PropertiesLight yellow to Yellow to Orange powder to crystal.
Uses1,8-Dinitronaphthalene (cas# 602-38-0) is a compound useful in organic synthesis.
ApplicationThe 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.
PreparationSeparation 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
DefinitionChEBI: 1,8-dinitronaphthalene is a dinitronaphthalene carrying nitro groups at positions 1 and 8.
General Description1,8-dinitronaphthalene appears as yellow crystals. (NTP, 1992)
Air & Water ReactionsInsoluble in water.
Reactivity Profile1,8-Dinitronaphthalene is sensitive to heat and shock.
Fire HazardFlash point data for 1,8-Dinitronaphthalene is not available, however 1,8-Dinitronaphthalene is probably combustible.
Safety ProfileSuspected carcinogen. Mutation data reported. When heated to decomposition it emits toxic vapors of NOx
Purification MethodsCrystallise it from *benzene. [Beilstein 5 H 559, 5 II 455, 5 III 1608.]
1,8-Dinitronaphthalene Preparation Products And Raw materials
Preparation Products1,8-DICHLORONAPHTHALENE-->C.I. Sulphur Brown 63-->Sulphur Brown GS-->5,8-Dihydroxy-1,4-naphthoquinone
Tag:1,8-Dinitronaphthalene(602-38-0) Related Product Information
1,3-DINITRONAPHTHALENE 1-Nitronaphthalene DINITROTOLUENE 1,3-Dinitrobenzene 2,4-Dinitrophenylhydrazine 2,5-DINITROPHENOL 1,8-Dinitronaphthalene 8-hydroxy-5,7-dinitronaphthalene-2-sulphonic acid Sodium 2,4-dinitronaphthalene-1-olate Martius Yellow 2-METHYL-1-NITRONAPHTHALENE 2,7-DINITRONAPHTHALENE 1,5-Dinitronaphthalene, tech. 90%,1,5-Dinitronaphthalene98%,1,5-Dinitronaphthalene,tech.90%,1,5-DINITRONAPHTHALENE 3,7-DI(TERT-BUTYL)-1,5-DINITRONAPHTHALENE DINITRONAPHTHALENE 8-Hydroxy-5,7-dinitronaphthalene-1-sulfonic acid sodium salt 4,8-DICHLORO-1,5-DINITRONAPHTHALENE 1,5-DINITRONAPHTHALENE-D6