2-Fluoro-9H-carbazole

CAS Number 391-53-7

Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Monomers

A fluorinated carbazole building block

Used as a synthesis intermediate for bioactive compounds and emitters in application of antimicrobials and OLEDs

Overview
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2-Fluoro-9H-carbazole (CAS number 391-53-7), derived from carbazole, is a fluorinated aromatic heterocyclic compound with two benzene rings fused by a pyrrole. As the analogue of carbazole, 2-Fluoro-9H-carbazole and its derivatives show antibacterial performance with minimum inhibitory concentration of 25 µg/mL against E. Coli, B. subtilis and S. aureus. 2-Fluoro-9H-carbazole can be easily attached to another halogenated building block via Buchwald-Hartwig amination and copper catalysed alkylation, to enlarge the chromophore size of the molecules.

A fluorinated polyvinylcarbazole synthesised from 2-fluoro-9H-carbazole is exploited as a host material in organic light emitting diodes. It has a higher luminous current efficiency of 24 cd/A than polyvinylcarbazole (17 cd/A), owing to the wider HOMO-LUMO energy gap of the fluorinated polymers.

Multiple functional groups

For facile synthesis

Fluorinated carbazole building block

For drug discovery, organic synthesis, and OLEDs

Worldwide shipping

Quick and reliable shipping

High purity

>99% High purity

General Information

CAS Number	391-53-7
Chemical Formula	C₁₂H₈FN
Full Name	2-Fluoro-9H-carbazole
Molecular Weight	185.20 g/mol
Synonyms	2-Fluorocarbazole
Classification / Family	Fluorinated building block, Heterocyclic building block, OLEDs, APIs

Chemical Structure

Product Details

Purity	99%
Melting Point	T_m = 227 °C
Appearance	Off-white powder

MSDS Documentation

2-Fluoro-9H-carbazole MSDS Sheet

Literature and Reviews

Fluorinated poly(N-vinylcarbazole) host for triplet energy confinement on phosphorescent emitter in organic light-emitting diodes, Y. Mizuno et al., MRS Online Proceedings Library, 1197, 19–24(2009); DOI: 10.1557/PROC-1197-D02-08.
Antimicrobial potential of carbazole derivatives, V. Kadnor, Croat. Chem. Acta, 95(2), 39–48(2022); DOI: 10.5562/cca3899.
Photophysical tuning of σ-SiH copper-carbazolide complexes to give deep-blue emission, A. Brannan et al., Inorg. Chem., 59(1), 315–324(2020); DOI: 10.1021/acs.inorgchem.9b02409.
Pressure/thermo-induced hypsochromic-shifted and enhanced luminescence based on carbazole emitter, J.-C. Yang et al., ACS Materials Lett., 5, 1441–1449(2023); DOI: 10.1021/acsmaterialslett.3c00216.
Transition-metal-catalyzed alkylations of amines with alkyl halides: photoinduced, copper-catalyzed couplings of carbazoles, A. Bissember et al., Angew. Chem., Int. Ed., 52(19), 5129–5133(2013); DOI: 10.1002/anie.201301202.

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