2-Bromo-9H-carbazole

CAS Number 3652-90-2

Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

A convenient intermediate for construction of more complex structures

Used in application of organic photovoltaic and OLED devices.

Specifications | MSDS | Literature and Reviews

2-Bromo-9H-carbazole (CAS number 3652-90-2) is a mono-brominated derivative of 9H-carbazole at 2-position bearing both bromo and amine functional groups. It has been used for further synthesis of semiconducting small molecules and polymers in application of OLEDs, dye sensitized solar cells, polymer and perovskite solar cells.

PyEtCz, a deep blue fluorescent material derived from 2-Bromo-9H-carbazole, shows good thermal stability exhibits strong deep-blue emission with high fluorescent quantum yield of 75%. Device performance with maximum luminance of 6573 cd m^-2 and maximum luminance efficiency of 3.24 cd A^-1 (3.35%) was achieved with CIE coordinate of (0.15, 0.10). The molar ratio of the 2-bromo-9H-carbazole phosphor to acrylamide can strongly influences the room-temperature phosphorescent (RTP) emission intensities and quantum yields of the blue–purple phosphorescence emitting amorphous copolymer of 2-bromocarbazole phosphor and acrylamide [1, 2].

Carbazole building block

for the synthesis of OLED and organic photovoltaic materials

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Quick and reliable shipping

Substituted with a bromide group

for facile reactions

High purity

>98% Purity

General Information

CAS Number	3652-90-2
Chemical Formula	C₁₂H₈BrN
Full Name	2-Bromo-9H-carbazole
Molecular Weight	246.1 g/mol
Synonyms	2-Bromocarbazole
Classification / Family	Carbazoles, semiconductor synthesis intermediates, Electron donor unit, OLED, OFETs, organic photovoltaics

Chemical Structure

Product Details

Purity	>98% (¹H NMR)
Melting Point	255 °C
Appearance	Off-white to beige powder

MSDS Documentation

2-Bromo-9H-carbazole MSDS Sheet

Literature and Reviews

Efficient deep blue emitter based on carbazole-pyrene hybrid for non-doped electroluminescent device, T. Zhang et al., Opt. Mater., 100, 109632 (2020); DOI: 10.1016/j.optmat.2019.109632.
Amorphous 2-Bromocarbazole Copolymers with Efficient Room-Temperature Phosphorescent Emission and Applications as Encryption Ink, T. Zhang et al.,Ind. Eng. Chem. Res., 56, 11, 3123–3128 (2017); 10.1021/acs.iecr.7b00149.
Hole-transporting side-chain polystyrenes based on TCTA with tuned glass transition and optimized electronic properties, F. Limberg et al., RSC Adv., 5, 83122-83128 (2015); DOI: 10.1039/C5RA12963J.

Carbazole-based Hole-Transport Materials for High-Efficiency and Stable Perovskite Solar Cells. L. Gao et al., ACS Appl. Energy Mater., 3, 5, 4492–4498 (2020); DOI: 10.1021/acsaem.0c00179.
Architectural influence of carbazole pushepullepull dyes on dye sensitized solar cells, A. Keerthi et al., Dyes Pigm., 99, 787-797 (2013); DOI: /10.1016/j.dyepig.2013.07.002.
Geländer Molecules with Orthogonal Joints: Synthesis of Macrocyclic Dimers, A. D’Addio et al., Chem. Eur. J., 28, e202201678 (2022); DOI: 10.1002/chem.202201678.
Dimethyl-2H-benzimidazole based small molecules as donor materials for organic photovoltaics, S. Song et al., Sol. Energy Mater. Sol. Cells, 95, 1838-1845 (2011); DOI: 10.1016/j.solmat.2011.02.005.
Regioisomers of Perylenediimide: Synthesis, Photophysical, and Electrochemical Properties, A. Keerthi et al., J. Phys. Chem. B, 116, 15, 4603–4614 (2012); DOI: 10.1021/jp210736x.
Design, Synthesis, and Pharmacological Characterization of Carbazole Based Dopamine Agonists as Potential Symptomatic and Neuroprotective Therapeutic Agents for Parkinson’s Disease, A. Elmabruk et al., CS Chem. Neurosci., 10, 1, 396–411 (2019); DOI: 10.1021/acschemneuro.8b00291.
Novel carbazole-triazole conjugates as DNA-targeting membrane active potentiators against clinical isolated fungi, Y. Zhang et al., Eur. J. Med. Chem., 11 (15), 579-589 (2018); DOI: 10.1016/j.ejmech.2018.06.022.
Adjusting the photophysical properties of AIE-active TADF emitters from through-bond to through-space charge transfer for high-performance solution-processed OLEDs, F. Ma et al., Dyes Pigm., 188, 109208 (2021); DOI: 10.1016/j.dyepig.2021.109208.