6-NITROQUINOLINE CAS 613-50-3
6-NITROQUINOLINE Basic information
| Product Name: | 6-NITROQUINOLINE |
| Synonyms: | 6-nitro-quinolin;6-Nitroquinoline98%;6-Nitrochinolin;6-Nitro Quinoline - 50g;Quinoline,6-nitro-;6-NITROQUINOLINE;6-Nittroquinoline;40 kg |
| CAS: | 613-50-3 |
| MF: | C9H6N2O2 |
| MW: | 174.16 |
| EINECS: | 210-346-6 |
| Product Categories: | Nitroquinolines;Quinolines;Building Blocks;Heterocyclic Building Blocks |
| Mol File: | 613-50-3.mol |
6-NITROQUINOLINE Chemical Properties
| Melting point | 151-153 °C(lit.) |
| Boiling point | 305.12°C (rough estimate) |
| density | 1.2190 (estimate) |
| refractive index | 1.6820 (rough estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| Water Solubility | Slightly soluble in water |
| pka | 3.24±0.10(Predicted) |
| form | powder to crystal |
| color | Needles from water or alc |
| BRN | 136138 |
| InChI | InChI=1S/C9H6N2O2/c12-11(13)8-3-4-9-7(6-8)2-1-5-10-9/h1-6H |
| InChIKey | SMHPLBXIVNQFBA-UHFFFAOYSA-N |
| SMILES | N1C2C(=CC([N+]([O-])=O)=CC=2)C=CC=1 |
| CAS DataBase Reference | 613-50-3(CAS DataBase Reference) |
| EPA Substance Registry System | 6-Nitroquinoline (613-50-3) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 20/21/22-40 |
| Safety Statements | 7-22-36-45 |
| WGK Germany | 3 |
| RTECS | VC1900000 |
| HS Code | 29339900 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral Carc. 2 |
| Toxicity | mma-sat 100 mmol/plate MUREAV 58,11,78 |
| Chemical Properties | beige to light brown powder |
| Safety Profile | Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx. Seealso other nitroquinoline entries. |
| Synthesis | 5332-25-2 613-50-3 GENERAL STEPS: 6-bromoquinoline (0.5 mmol), copper(II) trifluoromethanesulfonate (45 mg, 0.125 mmol), potassium nitrite (KNO2, 128 mg, 1.5 mmol), and anhydrous dimethylsulfoxide (DMSO, 0.6 mL) were sequentially added to a pre-dried oven-dried pressure tube under nitrogen protection. The pressure tube was sealed with a PTFE screw cap with a micro-valve and purged by nitrogen for 5 min to remove air. Subsequently, the reaction mixture was stirred at room temperature for 10 minutes and then gradually warmed up to 130°C and the reaction was continued at this temperature for 48 hours. Upon completion of the reaction, the mixture was cooled to room temperature, washed with excess ice water and extracted with ethyl acetate (3 x 10 mL). The organic phases were combined, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography on silica gel (for entries 1-18 in Table 2) or basic alumina (for entries 19-23 in Table 2), using a solvent mixture of ethyl acetate and hexane as eluent, and the target product, 6-nitroquinoline, was finally obtained in good yield. |
| References | [1] Tetrahedron Letters, 2012, vol. 53, # 12, p. 1511 - 1513 [2] Tetrahedron, 2013, vol. 69, # 31, p. 6409 - 6414 |
6-NITROQUINOLINE Preparation Products And Raw materials
| Raw materials | Sulfuric acid-->Sodium sulfide-->Glycerol-->4-Nitroaniline-->Acrolein-->Vanadium(V) oxide-->Sodium 3-nitrobenzenesulphonate-->N-Methyl-4-nitroaniline-->ARSENIC ACID,HEMIHYDRATE-->6-Azidoquinoline-->Quinoline, 6-nitro-, 1-oxide-->6-CHLOROQUINOLINE-->6-Nitro-1,2,3,4-tetrahydroquinoline-->4-NITRO METHANESULFONANILIDE-->6-QUINOLINYL TRIFLUOROMETHANESULFONATE-->6-Bromoquinoline |
| Preparation Products | 6-Aminoquinoline-->3-bromo-6-nitroquinoline |
