9-Bromo-10-phenylanthracene

• CAT Number: M144082
• CAS Number: 23674-20-6
• Molecular Formula: C20H13Br
• Molecular Weight: 333.228
• Purity: ≥95%
• Solubility: Insoluble in water. Soluble in hot toluene, dimethylformamide.
• Storage: +8°C
• IUPAC Name: 9-bromo-10-phenylanthracene
• InChI: InChI=1S/C20H13Br/c21-20-17-12-6-4-10-15(17)19(14-8-2-1-3-9-14)16-11-5-7-13-18(16)20/h1-13H
• InChIKey: WHGGVVHVBFMGSG-UHFFFAOYSA-N
• SMILES: C1=CC=C(C=C1)C2=C3C=CC=CC3=C(C4=CC=CC=C42)Br

9-Bromo-10-phenylanthracene(CAS: 23674-20-6) is solutble in hot toluene, dimethylformamide,often used for proteomics research.  It's better to store this compund in cool dry place and keep container tightly closed. 9-Phenylanthracene (2.5g, 9.83mmol) and NBS (2.1g, 11.8mmol) were dissolved in 80mL CHCl3. Then the mixture was heated to 60°C for 2h under N2. After cooled to room temperature, 20 mL water was added. And the mixture was extracted with CH2Cl2. The organic extracts were dried over anhydrous MgSO4 and concentrated by rotary evaporation.The crude product was recrystallized from methanol.

Reference

1. Link, Achim, Christian Fischer, and Christof Sparr. "A 1, 5-Bifunctional Organomagnesium Reagent for the Synthesis of Disubstituted Anthracenes and Anthrones." Synthesis 49.02 (2017): 397-402.
2.Thomas III, Samuel W., Esra Altinok, and Jingjing Zhang. "Cycloadditions of Singlet Oxygen for Responsive Fluorescent Polymers." Synlett 27.03 (2016): 355-368.
3.Chung, S-J., et al. "Two-photon properties and excitation dynamics of poly (p-phenylenevinylene) derivatives carrying phenylanthracene and branched alkoxy pendents." The Journal of Physical Chemistry A 106.33 (2002): 7512-7520.