2-Bromoanthracene

CAS Number 7321-27-9

Chemistry Building Blocks, Monomers, Non-Heterocyclic Building Blocks

A useful building block for the construction of polycyclic aromatic hydrocarbon (PAH) anthracene

Used in OFETs and OLEDs devices.

Overview
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2-Bromoanthracene (CAS number 7321-27-9) is one of the many mono-brominated anthracene derivatives. Like its isomer 9-bromoanthracene, it is one of the useful building blocks for the construction of polycyclic aromatic hydrocarbon (PAH) anthracenes that are used in OFETs and OLEDs devices.

Top contact organic thin-film transistors (OTFTs) based on2-(anthracen-2-yl)tetracene (TetAnt), a p-type tetracene derivatives showed a hole mobility of up to 0.79 cm² V^-1 s^-1. 2-(Anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene (ASCTT) also achieved a high hole mobility of 0.1 cm² V^-1 s^-1 and demonstrated the very efficient, trap-limited photoconductive behaviour with a photoresponsivity up to 3370 A/W. OLED device based on a mixture of blue emitting 2-fluorenyl-2-anthracene and greenish-yellow emitting 2-anthryl-2-anthracence showed unusual solid-state white-light emission with the CIE coordinates (0.33, 0.34) at 10 V.

General Information

CAS Number	7321-27-9
Chemical Formula	C₁₄H₉Br
Full Name	2-Bromoanthracene
Molecular Weight	257.13 g/mol
Synonyms	Anthracene, 2-bromo-
Classification / Family	Anthracenes, Semiconductor synthesis intermediates, Low band gap polymers, OLED, OFETs, organic photovoltaics

Chemical Structure

Product Details

Purity	>98% (¹H NMR)
Melting Point	T_m = 220 °C
Appearance	White to off-white powder/crystals

MSDS Documentation

2-Bromoanthracene MSDS Sheet

Literature and Reviews

A small molecule composed of anthracene and thienothiophene devised for high-performance optoelectronic applications, Y. Jang et al., Dyes Pigm., 120, 30-36 (2015); DOI: 10.1016/j.dyepig.2015.04.004.
Thermally stable organic thin film transistors based on 2-(anthracen-2-yl)tetracene, H. Yu et al., Org. Electron., 85, 105787 (2020); DOI: 10.1016/j.orgel.2020.105787.
A Unique Blend of 2-Fluorenyl-2-anthracene and 2-Anthryl-2-anthracence Showing White Emission and High Charge Mobility, M. Chen et al., Angew. Chem. Intl. Ed., 56 (3), 722-727 (2017); DOI: 10.1002/anie.201608131.
The effect of electron-withdrawing substituents in asymmetric anthracene derivative semiconductors, S. Liu et al., J. Mater. Chem. C, 9, 4217-4222 (2021); DOI: 10.1039/D0TC05824F.
In situ preparation of highly fluorescent pyrene-dyes from non-luminous precursors upon photoirradiation, T. Aotake et al., Chem. Commun., 49, 3661-3663 (2013); DOI: 10.1039/C3CC40827B.
A yellow organic emitter with novel D-A3 architecture and hidden delayed fluorescence for highly efficient monochromatic OLEDs, C. Fan et al., Org. Electron., 73, 102-108 (2019); DOI: 10.1016/j.orgel.2019.06.002.
Small asymmetric anthracene–thiophene compounds as organic thin-film transistors, B. Shaik et al., Tetrahedron, 69 (38), 8191-8198 (2013); DOI: 10.1016/j.tet.2013.07.041.
Fluorescent chemosensors of carbohydrates. A means of chemically communicating the binding of polyols in water based on chelation-enhanced quenching, J. Yoon et al., J. Am. Chem. Soc., 114 (14), 5874–5875 (1992); DOI: 10.1021/ja00040a067.

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