3-Methyl-1-nitrobutan
1-Nitro-3-methylbutane · 4-Nitro-2-methylbutane · 3-methyl-1-nitrobutane · Butane, 3-methyl-1-nitro-
Identifikatoren & physikalische Daten
| CAS No. | 627-67-8 |
|---|---|
| Summenformel | C5H11NO2 |
| Durchschnittliche Molmasse | 117,15 g/mol |
| Monoisotopische Masse | 117,07897859 g/mol |
| SMILES | CC(C)CC[N+](=O)[O-] |
| InChIKey | FEJLPMVSVDSKHJ-UHFFFAOYSA-N |
| PubChem CID | 69396 |
| ChEBI | CHEBI:180668 |
| EC No. | 211-008-0 |
| DTXSID | DTXSID90211769 |
| Lokaler Name | 3-Methyl-1-nitrobutan |
Chemische & physikalische Eigenschaften
| XLogP | 1,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 45,8 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 8 |
| Formalladung | 0 |
| Komplexität | 75 |
| SpringerMaterials Properties | Viscosity |
| Schmelzpunkt | 97°C |
| Siedepunkt | 168.95°C (estimate) |
| Dichte | 0.9458 |
| Brechungsindex | 1.4153 |
| Lagerbedingungen | Storage temp. 2-8°C |
| pKa (Säurekonstante) | 8.65±0.29(Predicted) |
| LogP (Verteilungskoeffizient) | 1.800 (est) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Flam. Liq. 3 (100%) |
Herstellung & Synthese
synthetische
Synthesis of 3-methyl-1-nitrobutane: Isopentyl bromide (120.84 g, 0.80 mol) was added dropwise to a mechanical stirred solution of sodium nitrite (110.39g, 1.60 mol) in DMF (500 mL) at 0°C. The reaction mixture was mechanically stirred overnight at room temperature. Water (1 L) was added to the mixture. The mixture was extracted with pet. ether (4 x 150 mL). The combined organic phases were washed with water (2 x 150 mL). The organic phase was dried with Na2SO4 then the solvent was evaporated under reduced pressure. Distillation under vacuum gave 30.2g (32%) of the colorless nitroalkane 3-methyl-1-nitrobutane (b.p. 58 - 60°C 21 mmHg)Not visible on TLC IR (neat) ν 2962, 1549, 1470, 1434, 1434, 1381, 1211, 1133, 851 cm-1 . 1H NMR (500 MHz, CDCl3) a 0.96 (d, J = 6.7 Hz, 6 H), 1.69 (h, J = 6.7Hz, 1 H), 1.91 (q, J = 7.2 Hz, 2 H), 4.41 (t, J = 7.3 Hz, 2 H). 13C NMR (125 MHz, CDCl3) a = 21.9, 25.5, 35.9, 74.2