58246-82-5

Basic information

• Product Name: 9H-Carbazole, 3,6-dibromo-9-methyl-
• Synonyms: 3,6-dibromo-9-methyl-carbazole;3,6-dibromo-N-methylcarbazole;9H-Carbazole,3,6-dibromo-9-methyl;3,6-dibromo-9-methyl-9H-carbazole;3,6-Dibrom-9-methyl-carbazol
• CAS NO: 58246-82-5
• Molecular Formula: C13H9Br2N
• Molecular Weight: 339.029
• Mol File: 58246-82-5.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 9H-Carbazole, 3,6-dibromo-9-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-Carbazole, 3,6-dibromo-9-methyl-(58246-82-5)
• EPA Substance Registry System: 9H-Carbazole, 3,6-dibromo-9-methyl-(58246-82-5)

Safety Data

• Hazardous Substances Data: 58246-82-5(Hazardous Substances Data)

Upstream product

• 74-83-9 methyl bromide 
• 6825-20-3 3,6-dibromo-9H-carbazole 
• 1484-12-4 N-methylcarbazole 
• 74-88-4 methyl iodide 
• 91828-08-9 3-bromo-9-methyl-9H-carbazole (2b) 
• 407-25-0 trifluoroacetic anhydride 
• 77-78-1 dimethyl sulfate 
• 86-74-8 9H-carbazole 

Downstream Products

• 29377-72-8 9-methyl-9H-carbazole-3,6-dicarbaldehyde 
• 222166-46-3 1,2-bis(3,6-dibromo-9H-carbazol-9-methyl)benzene 

Relevant articles and documents

Multicoloured electrochromic polymers derived from easily oxidized bis[2-(3,4-ethylenedioxy)thienyl]carbazoles

Two bis[2-(3,4-ethylenedioxy)thienyl]carbazole-based polymers are synthesized by the electropolymerization of highly conjugated, low-oxidation potential monomers; these polymers exhibit multicolour electrochromic behaviour, each possessing three separate accessible states.

Divergent Syntheses of Indoles and Quinolines Involving N1-C2-C3 Bond Formation through Two Distinct Pd Catalyses

Pd-catalyzed annulative couplings of 2-alkenylanilines with aldehydes using alcohols as both the solvent and hydrogen source have been developed. These domino processes allow divergent syntheses of two significant N-heterocycles, indoles and quinolines, from the same substrate by tuning reaction parameters, which seems to invoke two distinct mechanisms. The nature of the ligand and alcoholic solvent had a profound influence on the selectivity and efficiency of these protocols. Particularly noteworthy is that indole formation was achieved by overcoming two significant challenges, regioselective hydropalladation of alkenes and subsequent reactions between the resulting Csp3-Pd species and less reactive imines.

Practical, mild and efficient electrophilic bromination of phenols by a new I(iii)-based reagent: The PIDA-AlBr3 system

A practical electrophilic bromination procedure for phenols and phenol-ethers was developed under efficient and very mild reaction conditions. A broad scope of arenes was investigated, including the benzimidazole and carbazole core as well as analgesics such as naproxen and paracetamol. The new I(iii)-based brominating reagent PhIOAcBr is operationally easy to prepare by mixing PIDA and AlBr3. Our DFT calculations suggest that this is likely the brominating active species, which is prepared in situ or isolated after centrifugation. Its stability at 4 °C after preparation was confirmed over a period of one month and no significant loss of its reactivity was observed. Additionally, the gram-scale bromination of 2-naphthol proceeds with excellent yields. Even for sterically hindered substrates, a moderately good reactivity is observed.