| Identification | Back Directory | [Name]
2-METHOXY-9H-CARBAZOLE | [CAS]
6933-49-9 | [Synonyms]
2-Methoxycarbazole 2-METHOXY-9H-CARBAZOLE 9H-Carbazole, 2-methoxy- 2-METHOXY-9H-CARBAZOLE 6933-49-9 90G 2-METHOXY-9H-CARBAZOLE ISO 9001:2015 REACH 2-Methoxycarbazole 2-methoxy-9h-carbazole, 99% | [Molecular Formula]
C13H11NO | [MDL Number]
MFCD09033506 | [MOL File]
6933-49-9.mol | [Molecular Weight]
197.233 |
| Chemical Properties | Back Directory | [Melting point ]
239℃ | [Boiling point ]
392.2±15.0 °C(Predicted) | [density ]
1.232±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
16.74±0.30(Predicted) | [color ]
White to Almost white | [λmax]
209nm(MeOH)(lit.) | [InChI]
InChI=1S/C13H11NO/c1-15-9-6-7-11-10-4-2-3-5-12(10)14-13(11)8-9/h2-8,14H,1H3 | [InChIKey]
MDKVPSJRUXOFFV-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC=C2)C2=C1C=C(OC)C=C2 | [CAS DataBase Reference]
6933-49-9 |
| Hazard Information | Back Directory | [Synthesis]
To a suspension of copper(I)iodide (7.7 g, 40.6 mmol, 2.0 equiv) and 2-bromo-9H carbazole (5.0 g, 20.3 mmol, 1.0 equiv) in anhydrous DMF (22 mL), sodium methanolate (61 mL, 267 mmol, 13 equiv) was added. The reaction mixture was stirred for 4 hours at 120 °C. After completion (judged by TLC) the reaction mixture was filtrated through celites and directly adsorbed on silica. Purification by chromatography on silica (CHCl3 100 %) afforded the 2-methoxy-9H-carbazole (3.9 g, 19.5 mmol, 96 % yield) as a white solid.1
| [References]
[1] Limberg, F. R. P., Miasojedovas, A., Pingel, P., Reisbeck, F., Janietz, S., Monkman, A. P., & Krüger, H. (2015). Hole-transporting side-chain polystyrenes based on TCTA with tuned glass transition and optimized electronic properties†. RSC Advances, 101, 83122–83128. https://doi.org/10.1039/C5RA12963J |
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