| Outline | 2-bromofluorene is often used as synthetic intermediate of the OLED material in industry, by the reaction of barbier-type ultrasonic radiation, 2-bromofluorene is also used to study the conversion of aryl bromides to aryl triethoxy silane.
Lab Preparation Methods: propylene carbonate is used as solvent, N-bromosuccinimide (NBS) is used as brominated reagent to carry bromination reaction of fluorine, and this reaction can synthesize 2-bromofluorene and 2,7-dibromofluorene. By the investigation of reaction temperature, NBS amount, the adding methods, the optimal reaction conditions for the synthesis of 2-bromofluorene is confirmed. The optimal reaction conditions are: reaction temperature is 23℃, the molar ratio of NBS with fluorine is 1.1:1, NBS is added by stage addition. First fluorene and propylene carbonate is preheated to 60℃, so fluorine is all dissolved, and then it drops to the reaction temperature, NBS is added by stage addition. 2-bromofluorene and 2,7-dibromofluorene recrystallizes with ethanol and acetic acid respectively, the purity of target product of liquid chromatography can reach more than 99%. |
| Uses | 2-Bromofluorene is a nonintrusive end-capping reagent to control molecular weights and to generate well-defined oligomers. 2-Bromofluorene is used as a reagent for the preparation of dibromofluorene-labelled polystyrene by nitroxide-mediated polymerization. It is also being used in the agricultural sector as a fungicide for tomato disease control. Its carcinogenic effects on humans are currently being investigated.
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| Uses | (1) It can be used as pharmaceutical intermediate, it is also important intermediate in the synthesis of optoelectronic material.
(2) By ultrasonic radiation of Barbier-type reaction, 2-bromofluorene is used for the study of aryl bromide (aryl bromides) converts to aryl triethoxysilane (aryltriethoxysilanes). It is also for the preparation of N-carbazole fluorene oligomers end-capped. It can be used as intermediates of OLED materials in industry. |
| Chemical Properties | white to slightly yellow crystalline powder |
| Uses | 2-Bromofluorene was used in the synthesis of end-capping reagent 2-bromo-9,9-di-nhexylfluorene. It has been used in the preparation of poly(di-n-hexylfluorene)s end capped with 2-bromofluorene, 2-bromo-9,9-di-n-hexylfluorene and 9-bromoanthracene through Ni(0) mediated polymerization. It was also used in the synthesis of 2-bromo-9,9-dihexylfluorene. |
| Synthesis Reference(s) | Journal of the American Chemical Society, 80, p. 4327, 1958 DOI: 10.1021/ja01549a053 |
| General Description | 2-Bromofluorene is a nonintrusive end-capping reagent to control molecular weights and to generate well-defined oligomers. |
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