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Product Code B1201-50g
Price £195 ex. VAT

A well known intermediate used for the synthesis of functional materials

Used for drug discoveries, coordination chemistry and organic electronic devices.

Specifications | MSDS | Literature and Reviews

1,4-Dibromonaphthalene (1,4-DBN), CAS number 83-53-4, is a bis-brominated naphthalene at 1,4-positions. 1,4-dibromonaphthalene can be obtained by the treatment of 1-bromonaphthalene with bromine in dichloromethane at -30 °C in high yield.

1,4-Dibromonaphthalene is well known as a triplet excitation acceptor with useful phosphorescent properties. It is also an useful intermediate for the synthesis of other 1,4-dibromonaphthalene derivatives in drug discovery such as enzyme-inhibitory, antifungal, antibacterial, anticancer, anti-inflammatory, antiallergic, phenols, amines,  coordination chemistry and organic electronic devices. Ambipolar deep-blue emitter, 4,4′-bis(4-(1-(4-(tert-butyl)phenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)phenyl)-1,1′-binaphthalene (2NBTPI), derived from 1,4-dibromonaphthalene, demonstrates spatially separated HOMO and LUMO orbits, a high thermal stability and deep blue emission in OLED device.

General Information

CAS Number 83-53-4
Chemical Formula C10H6Br2
Full Name 1,4-Dibromonaphthalene
Molecular Weight 285.97 g/mol
Synonyms 1,4-DBN
Classification / Family Naphthalenes, Semiconductor synthesis intermediates, Low band gap polymers, OLED, OFETs, organic photovoltaics

Chemical Structure

1,4-Dibromonaphthalene, CAS 83-53-4
1,4-Dibromonaphthalene (1,4-DBN) chemical structure, CAS 83-53-4

Product Details

Purity >98% (1H NMR)
Melting Point Tm = 82 °C
Appearance White to off-white powder/crystals

MSDS Documentation

1,4-Dibromonaphthalene1,4-Dibromonaphthalene MSDS Sheet

Literature and Reviews

  1. Highly efficient desymmetrisation of a tricarbonylchromium 1,4-dibromonaphthalene complex by asymmetric Suzuki–Miyaura coupling, X. Urbaneja et al., Chem. Commun., 47, 3739-3741 (2011); DOI: 10.1039/C1CC10347D.
  2. An environment-friendly method for synthesis of 1,4-dibromo-naphthalene in aqueous solution of ionic liquids, X. Zhao et al., Catal. Commun., 9(13), 2179-2182 (2008); DOI:10.1016/j.catcom.2008.04.020.
  3. Intrachain and interchain triplet-triplet exciton annihilation in a quasi-one-dimensional crystal: 1,4-dibromonaphthalene (DBN), H. Bouchriha et al., Chem. Phys. Lett., 53 (2), 288-293 (1978); DOI: 10.1016/0009-2614(78)85398-6.
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