1,5-Dibromonaphthalene

CAS Number 7351-74-8

Chemistry Building Blocks, Dibromo Monomers, Materials, Monomers, Non-Heterocyclic Building Blocks

An isomer of dibromonaphthalene and building block for organic semiconductors

Used in application of OLEDs and OFETs.

Specifications | MSDS | Literature and Reviews

1,5-Dibromonaphthalene (1,5-DBN), CAS number 7351-74-8, one of the many isomers of dibromonaphthalene, can be obtained by direct selective electrophilic substitution of 1-bromonaphthalene.

1,5-di(anthracen-2-yl)naphthalene (1,5-DAN), prepared from 1,5-dibromonaphthalene, has strong blue solid-state emission with high-efficiency charge transport ability. The single-crystal mobility of 1,5-DAN is as high as 8.41 cm²V^-1 s^-1 with a photoluminescence quantum yield up to 20.54%. Unlike the 2,6-positions substituted molecules, 1,5-DAN displays a blue emission caused by the large torsion angle between the substituents and core [1].

Naphthalene building block

for the synthesis of OLED and organic photovoltaic materials

Worldwide shipping

Quick and reliable shipping

Brominated at 1,5 positions

for facile reactions

High purity

>98% Purity

General Information

CAS Number	7351-74-8
Chemical Formula	C₁₀H₆Br₂
Full Name	1,5-Dibromonaphthalene
Molecular Weight	285.97 g/mol
Synonyms	1,5-DBN
Classification / Family	Naphthalenes, Semiconductor synthesis intermediates, Low band gap polymers, OLED, OFETs, organic photovoltaics

Chemical Structure

Product Details

Purity	>98% (¹H NMR)
Melting Point	T_m = 130 °C
Appearance	White to off-white powder/crystals

MSDS Documentation

1,5-Dibromonaphthalene MSDS Sheet

Literature and Reviews

Tailoring the substituted position for high-efficiency charge transport ability and strong blue solid-state emission in a naphthalene derivative, F. Li et al., Mater. Chem. Front., 5, 5124-5129 (2021); DOI: 10.1039/D1QM00452B.
Synthesis of conjugated microporous polymer nanotubes for polymer composites, Z. Xiang et al., RSC Adv., 5, 24893-24898 (2015); DOI: 10.1039/C5RA00437C.
Relationship between the Molecular Geometry and the Radiative Efficiency in Naphthyl-Based Bis-Ortho-Carboranyl Luminophores, S. Yi et al., Molecules, 27, 6565 (2022); DOI: 10.3390/molecules27196565.

Thiophene-Fused Naphthodiphospholes: Modulation of the Structural and Electronic Properties of Polycyclic Aromatics by Precise Fusion of Heteroles, K. Ishida et al., ChemPlusChem, 86 (1), 130-136 (2021); DOI: 10.1002/cplu.202000800.
Bistetracene: An Air-Stable, High-Mobility Organic Semiconductor with Extended Conjugation, L. Zhang et al., J. Am. Chem. Soc., 2014, 136, 26, 9248–9251 (2014); DOI: 10.1021/ja503643s.
Selective bromination of 1-bromonaphthalene: efficient synthesis of bromonaphthalene derivatives, O. Cakmak et al., Tetrahedron, 58, 5603-5609 (2022); DOI: 10.1016/S0040-4020(02)00549-5.