CAS 523-27-3 9,10-Dibromoanthracene - Materials / Alfa Chemistry

NAVIGATION

9,10-Dibromoanthracene

PRICE INQUIRY

Catalog Number

ACM523273

CAS Number

523-27-3

Product Name

9,10-Dibromoanthracene

Structure

Category

Small Molecule Semiconductor Building Blocks; Electroluminescence Materials; Organic Light-Emitting Diode (OLED) Materials; Other Electronic Materials

Synonyms

Anthracene,9,10-dibromo-

IUPAC Name

9,10-dibromoanthracene

Molecular Weight

336.02

Molecular Formula

C14H8Br2

Canonical SMILES

C1=CC=C2C(=C1)C(=C3C=CC=CC3=C2Br)Br

InChI

InChI=1S/C14H8Br2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H

InChI Key

BRUOAURMAFDGLP-UHFFFAOYSA-N

Melting Point

227 °C

Purity

99.5%+

Density

1.7167 (estimate)

Appearance

Yellow to Orange to Green powder to crystal

Application

The purpose of 9,10-Dibromoanthracene is multifaceted, as it serves primarily as a dibrominated polycyclic aromatic hydrocarbon (PAH) used in various chemical and photochemical reactions. As a low-molecular-weight organic semiconductor, it has the unique ability to act as an energy acceptor and activator in processes that produce chemiluminescence. This compound, characterized by two bromine atoms substituted on the central ring of anthracene, offers extended conjugation through functional groups, enabling reactions such as Stille and Suzuki couplings. Additionally, 9,10-Dibromoanthracene has the notable distinction of being the first single molecule with a chemical reaction observed using advanced microscopy techniques. Its role extends to serving as an initiator in visible-spectrum solar-light-mediated benzylic C-H oxygenation, activated by solar light or blue LED, making it an invaluable component in modern organic synthesis and photochemical applications.

Complexity

203

Covalently-Bonded Unit Count

EC Number

208-342-4

Exact Mass

335.89723g/mol

Formal Charge

Hazard Statements

H315-H319-H335

Heavy Atom Count

Log P