3,6-Dinitro-9H-carbazole CAS#: 3244-54-0; ChemWhat Code: 1411663
Identification
| Product Name | 3,6-Dinitro-9H-carbazole |
| IUPAC Name | 3,6-dinitro-9H-carbazole |
| Molecular Structure |  |
| CAS Registry Number | 3244-54-0 |
| EINECS Number | 221-814-4 |
| Synonyms | 3,6-Dinitro-9H-carbazole 3244-54-0 3,6-Dinitrocarbazole Carbazole, 3,6-dinitro- 9H-Carbazole,3,6-dinitro- CCRIS 6772 9H-Carbazole, 3,6-dinitro- EINECS 221-814-4 L5YYP3DVN9 C12H7N3O4 Maybridge1_002104 UNII-L5YYP3DVN9 Oprea1_673803 SCHEMBL155013 HMS547H14 DTXSID80186179 STK673606 AKOS003653972 AS-75794 LS-188308 CS-0094238 N16913 10.14272/IARXLBTXILYASE-UHFFFAOYSA-N.1 EN300-18547434 doi:10.14272/IARXLBTXILYASE-UHFFFAOYSA-N.1 Q63408793 |
| Molecular Formula | C12H7N3O4 |
| Molecular Weight | 257.2 |
| InChI | InChI=1S/C12H7N3O4/c16-14(17)7-1-3-11-9(5-7)10-6-8(15(18)19)2-4-12(10)13-11/h1-6,13H |
| InChI Key | IARXLBTXILYASE-UHFFFAOYSA-N |
| Canonical SMILES | C1=CC2=C(C=C1[N+](=O)[O-])C3=C(N2)C=CC(=C3)[N+](=O)[O-] |
| Patent Information | ||
| Patent ID | Title | Publication Date |
| CN113200906 | Carbazole triamine derivative and preparation method and application thereof | 2021 |
| US2004/138301 | Chemical uncouplers for the treatment of obesity | 2004 |
Physical Data
| Melting Point, °C | Solvent (Melting Point) |
| 242 – 243 | |
| 242 – 243 | |
| 300 | |
| 383 – 385 | dimethylformamide |
| 351 | |
| 386 – 387 | nitrobenzene |
| Description (Association (MCS)) | Solvent (Association (MCS)) | Temperature (Association (MCS)), °C | Partner (Association (MCS)) |
| Stability constant of the complex with … | acetonitrile | 26.85 | 3,6-diamino-9H-carbazole |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) | Solvents (NMR Spectroscopy) | Temperature (NMR Spectroscopy), °C | Frequency (NMR Spectroscopy), MHz |
| Chemical shifts | 1H | dimethylsulfoxide-d6 | 400 | |
| Chemical shifts | 1H | [D3]acetonitrile | 400 | |
| Chemical shifts, Spectrum | 1H | dimethylsulfoxide-d6 | 400 | |
| Spectrum | 1H | dimethylsulfoxide-d6 | 300.151 |
| 3,6-Dinitro-9H-carbazole CAS#: 3244-54-0 NMR |  |
| Description (IR Spectroscopy) | Solvent (IR Spectroscopy) | Temperature (IR Spectroscopy), °C |
| Bands | potassium bromide | |
| Bands | potassium bromide | |
| Spectrum | KBr | |
| Bands | KBr |
| Description (UV/VIS Spectroscopy) | Solvent (UV/VIS Spectroscopy) | Comment (UV/VIS Spectroscopy) |
| acetonitrile | Remark: 298 K | |
| Spectrum | acetonitrile | Remark: 298 K |
| UV excited state absorption | ||
| Spectrum | acetonitrile |
Route of Synthesis (ROS)
Route of Synthesis (ROS) of 3,6-Dinitro-9H-carbazole CAS 3244-54-0
| Conditions | Yield |
| With copper(II) nitrate monohydrate; acetic anhydride; acetic acid at 100℃; for 0.5h; | 85% |
| With copper(II) nitrate trihydrate; acetic anhydride; acetic acid at 100℃; for 0.5h; | 85% |
| With copper nitrate hemi(pentahydrate); acetic anhydride; acetic acid at 15 – 90℃; for 1.16667h; | 81% |
| Experimental Procedure A homogeneous mixture of Cu(NO3)2·2.5H2O (30 mmol), acetic acid (20 mL), and acetic anhydride (30 mL) was prepared at room temperature. To this solution were added carbazole (25 mmol) in small portions over 10 min. Temperature was maintained at 15-20 °C during addition of carbazole. The temperature was allowed to rise to room temperature over a period of 30 min and then to 90 °C. Reaction was continued with stirring for a period of 30 min at this temperature. The mixture was poured into 250 mL of distilled water with constant stirring. The precipitate was collected by filtration, and washed five times each with about 100 mL of distilled water. The filtrate was dried in vacuumat. Chromatography on silica gel, eluting with petroleum/EtOAC (3:1) gave 2 (5.23 g, 81%) as a yellow solid. mp >300 °C (lit.27 mp >300 °C). 1H NMR (400 MHz, DMSO-d6) δ 12.69 (s, 1H), 9.50 (d, J = 2.1 Hz, 2H), 8.40 (dd, J = 9.0, 2.1 Hz, 2H), 7.77 (d, J = 9.0 Hz, 2H). ESI-MS m/z: 258[M+H]+. |
Safety and Hazards
No data available
Other Data
| Transportation | Under room temperature away from light |
| Under room temperature away from light | |
| HS Code | |
| Storage | Under room temperature away from light |
| Shelf Life | 1 year |
| Market Price |
| Druglikeness | |
| Lipinski rules component | |
| Molecular Weight | 257.205 |
| logP | 3.315 |
| HBA | 1 |
| HBD | 1 |
| Matching Lipinski Rules | 4 |
| Veber rules component | |
| Polar Surface Area (PSA) | 107.43 |
| Rotatable Bond (RotB) | 2 |
| Matching Veber Rules | 2 |
| Use Pattern |
| 3,6-Dinitro-9H-carbazole CAS#: 3244-54-0 is a compound with fluorescence properties and can be used in the preparation of luminescent materials. It may have potential optoelectronic performance in organic light-emitting diodes (OLEDs) and fluorescent dyes. |
Buy Reagent | |
| No reagent supplier? | Send quick inquiry to ChemWhat |
| Want to be listed here as a reagent supplier? (Paid service) | Click here to contact ChemWhat |
Approved Manufacturers | |
| Warshel Chemical Ltd | http://www.warshel.com/ |
| Want to be listed as an approved manufacturer (Requires approvement)? | Please download and fill out this form and send back to [email protected] |
Contact Us for Other Help | |
| Contact us for other information or services | Click here to contact ChemWhat |