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1,8-Dibromonaphthalene

Catalog Number
ACM17135749-2
CAS Number
17135-74-9
Product Name
1,8-Dibromonaphthalene
Category
Small Molecule Semiconductor Building Blocks; Semiconductor Blocks
IUPAC Name
1,8-dibromonaphthalene
Molecular Weight
285.96g/mol
Molecular Formula
C10H6Br2
Canonical SMILES
C1=CC2=C(C(=C1)Br)C(=CC=C2)Br
InChI
InChI=1S/C10H6Br2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6H
InChI Key
DLXBGTIGAIESIG-UHFFFAOYSA-N
Application
1,8-Dibromonaphthalene, a white to yellow crystalline powder, serves a crucial role in advancing various optoelectronic applications. Its significance is particularly highlighted in its use as a precursor for the synthesis of 1,8-diarylnaphthalene compounds, which are recognized for their potential in enhancing the performance of highly efficient photoluminescent blue and green OLEDs. Additionally, these compounds act as chiral ligands and sensors, contribute to the development of nonlinear optic chromophores, and function in stereo-dynamic switches among other applications. The compound's versatility is demonstrated through its use in Pd-catalyzed reactions, such as those with 1,2,3,4-tetrafluorobenzene and 2,5-substituted heteroarenes, which broaden the scope of direct arylation processes in synthetic chemistry.
Complexity
142
Covalently-Bonded Unit Count
1
Exact Mass
285.88158g/mol
Formal Charge
0
Hazard Statements
H302-H315-H317-H318-H331-H335-H350-H373
Heavy Atom Count
12
Monoisotopic Mass
283.88363g/mol
Rotatable Bond Count
0
XLogP3
4.3
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