Description
1-Bromo-8-phenylnaphthalene (CAS No. 1121545-24-1) is a high-purity aromatic brominated compound with the molecular formula C16H11Br. This specialized organic intermediate features a naphthalene core substituted with a bromine atom at the 1-position and a phenyl group at the 8-position, offering unique steric and electronic properties for advanced synthetic applications. Ideal for researchers in materials science and pharmaceutical chemistry, this compound is characterized by its excellent stability and reactivity in cross-coupling reactions (e.g., Suzuki, Stille). Available in rigorously controlled batches with ≥95% purity (GC), it is supplied in amber glass vials under inert atmosphere to ensure long-term integrity. NMR, HPLC, and MS data are provided for quality verification.
Properties
- CAS Number: 1121545-24-1
- Complexity: 244
- IUPAC Name: 1-bromo-8-phenyl-naphthalene
- InChI: InChI=1S/C16H11Br/c17-15-11-5-9-13-8-4-10-14(16(13)15)12-6-2-1-3-7-12/h1-11H
- InChI Key: MHDCSUBWYJYEFD-UHFFFAOYSA-N
- Exact Mass: 282.00441
- Molecular Formula: C16H11Br
- Molecular Weight: 283.16
- SMILES: C1=CC=C(C=C1)C2=CC=CC3=C2C(=CC=C3)Br
- Monoisotopic Mass: 282.00441
- Synonyms: 1-Bromo-8-phenylnaphthalene, 1121545-24-1, 1-bromo-8phenylnaphthalene, 1-Bromo-8-phenyl-naphthalene, SCHEMBL15457919, MFCD28131626, BS-53420, DB-162504, CS-0193772, E93336
Application
1-Bromo-8-phenylnaphthalene serves as a key building block in the synthesis of polycyclic aromatic hydrocarbons (PAHs) for organic semiconductors and OLED materials. Its sterically hindered structure facilitates studies on π-conjugation extension in optoelectronic materials. The compound is also employed in pharmaceutical research for creating constrained biaryl motifs in drug discovery. Researchers utilize it in palladium-catalyzed cross-coupling reactions to construct complex aromatic architectures.
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