CAS 17135-74-9 1,8-Dibromonaphthalene - Materials / Alfa Chemistry

NAVIGATION

1,8-Dibromonaphthalene

PRICE INQUIRY

Catalog Number

ACM17135749-2

CAS Number

17135-74-9

Product Name

1,8-Dibromonaphthalene

Structure

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

Exact Mass

285.88158g/mol

Formal Charge

Hazard Statements

H302-H315-H317-H318-H331-H335-H350-H373

Heavy Atom Count

Monoisotopic Mass

283.88363g/mol

Rotatable Bond Count