91828-08-9

Usage

Uses

Used in Organic Synthesis:
3-Bromo-9-methyl-9H-carbazole is used as a building block for the synthesis of various organic compounds. Its unique structure with bromine and methyl groups allows for the creation of a wide range of other organic compounds, making it a valuable reagent in organic chemistry.
Used in Pharmaceutical Industry:
3-Bromo-9-methyl-9H-carbazole is used as a reagent in the pharmaceutical industry for the development of new drugs. Its versatile structure allows for the synthesis of various pharmaceutical compounds, contributing to the discovery and creation of novel therapeutic agents.
Used in Agrochemical Industry:
3-Bromo-9-methyl-9H-carbazole is also used in the agrochemical industry for the synthesis of agrochemicals. Its ability to be a building block for various organic compounds makes it a useful reagent in the development of new agrochemical products.

InChI:InChI=1/C13H10BrN/c1-15-12-5-3-2-4-10(12)11-8-9(14)6-7-13(11)15/h2-8H,1H3

Upstream product

• 1484-12-4 N-methylcarbazole 
• 1428865-19-3 C₁₅H₁₄BrNO₂ 
• 106-40-1 4-bromo-aniline 
• 88-65-3 2-bromobenzoic-acid 
• 13278-38-1 4'-bromodiphenylamine-2-carboxylic acid 

Downstream Products

• 1484-12-4 N-methylcarbazole 
• 112162-79-5 3-n-butyl-9-methylcarbazole 
• 112162-80-8 1,1,1-trifluoro-2-(9-methyl-3-carbazolyl)-2-hexanol 
• 112162-78-4 1,1,1-trifluoro-2,2-bis(9-methyl-3-carbazolyl)-2-hydroxyethane 
• 58246-82-5 3,6-dibromo-9-methyl-9H-carbazole 
• 90448-11-6 9-methyl-3-(trifluoroacetyl)carbazole 
• 114973-69-2 3-bromo-9-methyl-6-trifluoroacetylcarbazole 
• 21240-56-2 9-methyl-9H-carbazole-3-carbaldehyde 
• 1443147-67-8 C₃₂H₂₃N 
• 1453837-37-0 C₂₁H₁₆BrN 
• 1217891-71-8 9-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-9H-carbazole 
• 138622-44-3 9-methyl-3-(phenylethynyl)-9H-carbazole 

Relevant academic research and scientific papers

Redox-neutral decarboxylative photocyclization of anthranilic acids

A mild metal-, catalyst-, and oxidant-free photoredox neutral system has been found to efficiently enable intramolecular decarboxylative cyclization of anthranilic acids. This facile protocol provides an alternative method for the synthesis of carbazoles. Mechanistic studies reveal a key photoinduced 6π-electrocyclization process and formic acid was released as the sole byproduct.

Synthesis and electronic spectroscopy of bromocarbazoles. Direct bromination of N- and C-substituted carbazoles by N-bromosuccinimide or a N-bromosuccinimide/silica gel system

The preparation, isolation and characterization by elemental analysis and 1H-NMR, 13C-NMR, and MS data of the bromo derivatives of N-substituted carbazoles, i.e., of 9-methyl-9H-carbazole (1), 9-phenyl-9H-carbazole (2), 9-benzyl-9H-carbazole (3), 2-methoxy-9-methyl-9H- carbazole (4), and of C-substituted carbazoles, i.e., of 2-(acetyloxy)-9H- carbazole (5) and 3-nitro-9H-carbazole (6), are reported, in part for the first time. As brominating reagents, N-bromosuccinimide (NBS) or NBS/silica gel in CH2Cl2, NBS in AcOH, KBrO3/KBr in EtOH doped with a catalytic amount of H2SO4, or KBrO3/KBr in AcOH were employed, and their uses were compared. Semi-empirical PM3 calculations were performed to predict the reactivity of the N-substituted and C-substituted carbazoles and of their bromo derivatives and found to verify the experimental results. The UV-absorption and fluorescence and phosphorescence emission spectra of the bromocarbazole derivatives in MeCN solution at 298 K and in a solid matrix at 77 K were compared with those of the corresponding carbazoles 1-6. The dynamic properties of the lowest excited singlet and triplet states (τf, τp, φf, and φp) were measured under the same experimental conditions. The intramolecular spin-orbital-coupling effect of the Br-atom and NO2 group on the spectroscopic data, photophysical parameters, and on the photo reactivity were also briefly analyzed.