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3,6-Dibromocarbazole

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CAS:6825-20-3
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3,6-Dibromocarbazole Basic information
Product Name:3,6-Dibromocarbazole
Synonyms:3,6-DIBROMOCARBAZOLE;3,6-DibroMocarbazole,3,6-DibroMo-9H-carbazole;9H-Carbazole,3,6-dibroMo-;3,6-DibroMocarbazole (3,6-DBC);DibroMocarbazole;3,6-Dibromocarbazole,99%;3,6-Dibromocarbazole 97%;3,6-Dibromo-9H-carbazol
CAS:6825-20-3
MF:C12H7Br2N
MW:325
EINECS:202-205-2
Product Categories:Carbazole Series;organic chemicals and derivatives/others;OLED;CarbazolesHeterocyclic Building Blocks;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Apoptosis Inhibitors;OLED, OLED materials,pharm chemical.;OLED materials,pharm chemical,electronic;Carbazoles;Carbazoles (for Conduting Polymer Research);Functional Materials;Reagents for Conducting Polymer Research;carbazole;bc0001
Mol File:6825-20-3.mol
3,6-Dibromocarbazole Structure
3,6-Dibromocarbazole Chemical Properties
Melting point 204-206 °C (lit.)
Boiling point 459.0±25.0 °C(Predicted)
density 1.930±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Soluble in benzene, chloroform
pka15.47±0.30(Predicted)
form Crystalline Powder
color Tan
Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
InChIInChI=1S/C12H7Br2N/c13-7-1-3-11-9(5-7)10-6-8(14)2-4-12(10)15-11/h1-6,15H
InChIKeyFIHILUSWISKVSR-UHFFFAOYSA-N
SMILESN1C2=C(C=C(Br)C=C2)C2=C1C=CC(Br)=C2
CAS DataBase Reference6825-20-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
HS Code 29339900
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
3,6-Dibromocarbazole Usage And Synthesis
Chemical Propertiestan to light green powder
Uses 3,6-Dibromocarbazole is used as a pharmaceutical intermediate and also an essential intermediate for synthesizing optoelectronic materials. It is the essential intermediate of synthesis of N-alkylation bromo carbazole compounds and is used to prepare N-(2-hydroxyethyl)-3,6-dibromocarbazole. The synthetic method at present has a potassium Bromide and potassium bromate hybrid system, the chloranil dehydriding of diazonium salt method, the sulfonation method, the BNS method, and the bromine bromination method.
General DescriptionLithiation of 3,6-dibromocarbazole with n-butyllithium has been studied.
Synthesis3, 6-dibromocarbazole is synthesized with three methods, such as N-bromosuccinimide method, liquid bromine method and silica gel method. But now main method for synthesis is silica gel method. The main raw materials used in the synthesis include carbazole, N-bromosuccinimide, solvent methylene chloride, catalyst silica gel, and the yield could reach 89.5%.
References[1] Molecular Crystals and Liquid Crystals, 2012, vol. 567, # 1, p. 102 - 109,8
[2] Organic and Biomolecular Chemistry, 2016, vol. 14, # 39, p. 9406 - 9415
[3] Patent: CN105523990, 2016, A. Location in patent: Paragraph 0012;0013;0016
[4] Journal of Materials Chemistry, 2008, vol. 18, # 12, p. 1296 - 1301
[5] Organic Letters, 2011, vol. 13, # 12, p. 3186 - 3189
3,6-Dibromocarbazole Preparation Products And Raw materials
Raw materialsCarbazole-->Ethanol-->1,3-Dibromo-5,5-dimethylhydantoin
Preparation Products3,6-Dibromo-9-ethylcarbazole-->P7C3-A20-->3,6-Diphenyl-9H-carbazole-->TIMTEC-BB SBB006353
Tag:3,6-Dibromocarbazole(6825-20-3) Related Product Information
2,2-Bis(bromomethyl)propane-1,3-diol 1,3-Dibromopropane 1,3-Dibromo-5,5-dimethylhydantoin 2,3-Dibromosuccinic acid Carbazole 1,2-Dibromopropane 2,3-Dibromopropionic acid 3,6-Dibromo-9-ethylcarbazole 3,6-Dibromo-9-phenyl-9H-carbazole 2,7-Dibromocarbazole 3,6-Dibromo-alpha-(1-piperazinylmethyl)-9H-carbazole-9-ethanol dihydrochloride TIMTEC-BB SBB006353 3,6-Dibromo-9-(oxiran-2-ylmethyl)-9H-carbazole 1-(3,6-Dibromo-9H-carbazol-9-yl)-3-(dimethylamino)propan-2-ol 3,6-Dibromo-9-vinylcarbazole 1-(3,6-Dibromo-carbazol-9-yl)-3-pyrrolidin-1-yl-propan-2-ol 1-(3,6-Dibromo-carbazol-9-yl)-3-[4-(4-fluoro-phenyl)-piperazin-1-yl]-propan-2-ol 3,6-Dibromocarbazole