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4-Bromo-9H-carbazole

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CAS:3652-89-9
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CAS:3652-89-9
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  • 4-BroMo-9H-carbazole
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  • Purity: 99%
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  • CAS:3652-89-9
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4-Bromo-9H-carbazole Basic information
Product Name:4-Bromo-9H-carbazole
Synonyms:4-BroMo-9H-carbazole;4-broMocarbazole;4-BroMo-9H-carbazole (4BC);9H-Carbazole, 4-broMo-;Carb;1-CYCLOPROPYL-2,6-PIPERAZINEDIONE;Carbazole, 4-bromo-;4-Bromocarbazole >
CAS:3652-89-9
MF:C12H8BrN
MW:246.1
EINECS:810-963-6
Product Categories:OLED
Mol File:3652-89-9.mol
4-Bromo-9H-carbazole Structure
4-Bromo-9H-carbazole Chemical Properties
Melting point 104-105℃
Boiling point 409.2±18.0 °C(Predicted)
density 1.617±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. Sealed in dry,Room Temperature
form powder to crystal
pka16.04±0.30(Predicted)
color White to Light yellow
InChIInChI=1S/C12H8BrN/c13-9-5-3-7-11-12(9)8-4-1-2-6-10(8)14-11/h1-7,14H
InChIKeyCBJHFGQCHKNNJY-UHFFFAOYSA-N
SMILESN1C2=C(C=CC=C2)C2=C1C=CC=C2Br
Safety Information
HS Code 2933998090
MSDS Information
4-Bromo-9H-carbazole Usage And Synthesis
Chemical PropertiesWhite powder.
Uses4-BroMo-9H-carbazole is a useful research chemical. 4-BroMo-9H-carbazole is a bromide-substitution of carbazole. The carbazole ring system is essentially planar (r.m.s. deviation of 0.024A for the non-H atoms). It is a photoelectric material intermediate and be used to synthesize OLED materials.    
Hazard H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
SynthesisUnder nitrogen protection,Add 357.6g m-dibromobenzene (99%, 1.5mol) into a 500mL reaction flask,26.1g o-bromoaniline (99%, 0.15mol),0.084g palladium(II) acetate (99%, 0.375mmol),0.18g 2-dicyclohexylphosphine-2,4,6-triisopropylbiphenyl (99%, 0.375mmol),58.2g sodium tert-butoxide (99%, 0.6mol),After feeding,Warm up to 130°C,Stirring speed 600rpm,Incubate for 24hr,After the reaction,Vacuum distillation to recover unreacted m-dibromobenzene,Add water and ethyl acetate to extract the residue,The organic layer was desolvated to obtain the crude product which was crystallized in ethanol to obtain 34.3 g of 4-BroMo-9H-carbazole.The content is 99.6% and the yield is 92.5%.3652-89-9-b.png
References[1] Organic Electronics: physics, materials, applications, 2013, vol. 14, # 1, p. 67 - 73
[2] Patent: WO2017/196081, 2017, A1. Location in patent: Paragraph 281; 282; 283; 284
[3] Patent: KR2016/6007, 2016, A. Location in patent: Paragraph 0439-0441
[4] Patent: KR2016/20159, 2016, A. Location in patent: Paragraph 0356-0359
[5] Patent: KR2015/133097, 2015, A. Location in patent: Paragraph 0282; 0283
4-Bromo-9H-carbazole Preparation Products And Raw materials
Raw materialsNITROCARBAZOLE-->2'-BROMO-2-NITRO-BIPHENYL-->1,2-Dichlorobenzene-->2-Bromoaniline-->Triphenylphosphine-->1,3-Dibromobenzene
Preparation Products4-broMo-9-phenyl-9H-carbazole
Tag:4-Bromo-9H-carbazole(3652-89-9) Related Product Information
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