2,7-Dibromonaphthalene, CAS No. 58556-75-5

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58556-75-5

Catalog No. EBD49958

CAS 58556-75-5

Name 2,7-Dibromonaphthalene

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Basic Information

Synonyms: L66JCEIE[WLN] naphthalene,2,7-dibromo- 2,7-DIBROMONAPHTHALENE,98.0+%(GC) 2,7-Dibromonaphthalene

Molecular Formula: C10H6Br2

Molecular Weight: 285.96

MDL Number: MFCD00238580

Categories: Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > OLED and Organic Optoelectronic Precursors Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds

Product Description:

2,7-Dibromonaphthalene is an organic compound featuring a naphthalene core with bromine atoms substituted at the 2 and 7 positions. This specific substitution pattern is crucial for its electronic properties, as it allows for linear extension of the π-conjugated system along the long axis of the molecule. It is a white to off-white crystalline solid. Its primary and most significant application is as a key building block (monomer) in the synthesis of organic electronic materials. It is extensively used to construct conjugated polymers and small molecules for organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs), and organic photovoltaics (OPVs). The bromine atoms serve as excellent reactive sites for cross-coupling reactions, such as Suzuki or Stille couplings, enabling the formation of larger, more complex π-conjugated structures essential for charge transport and light emission. Due to its fundamental role as a halogenated aromatic precursor, it is also widely employed as a versatile organic synthesis intermediate in academic and industrial research laboratories beyond the field of materials science.

Physical Properties

Melting Point: 139-142 °C

Boiling Point: 339.1 ºC at 760 mmHg

Flash Point: 184.7 ºC

Density: 1.834 g/cm3

Safety Information

Packing Level: III

Hazard Category: 9

Transport Codes: 3077

Analytical Data

Appearance: white solid