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| | 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 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) | | Henry's Law Constant | 5.2×103 mol/(m3Pa) at 25℃, Parnis et al. (2015) | | Stability: | Stability Shock and heat sensitive - may react violently if heated or ground. Combustible. Incompatible with strong oxidizing agents. | | InChI | 1S/C10H6N2O4/c13-11(14)8-5-1-3-7-4-2-6-9(10(7)8)12(15)16/h1-6H | | InChIKey | AVCSMMMOCOTIHF-UHFFFAOYSA-N | | SMILES | [O-][N+](=O)c1cccc2cccc([N+]([O-])=O)c12 | | 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) |
| Hazard Codes | F,Xi | | Risk Statements | 11-36/37/38 | | Safety Statements | 16-26-36 | | RIDADR | 2811 | | WGK Germany | 3 | | RTECS | QJ4552000 | | TSCA | TSCA listed | | HazardClass | 6.1(b) | | PackingGroup | III | | Storage Class | 4.1B - Flammable solid hazardous materials | | Hazard Classifications | Eye Irrit. 2
Flam. Sol. 2
Skin Irrit. 2
STOT SE 3 |
| | 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.] |
| | 1,8-Dinitronaphthalene Preparation Products And Raw materials |
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