Description
2-Bromo-7-chlorospiro[fluorene-9,9′-xanthene] (CAS No. 2259716-83-9) is a high-purity spirocyclic compound with the molecular formula C25H14BrClO. This structurally unique molecule features a spiro junction between a fluorene and a xanthene moiety, further functionalized with bromo and chloro substituents at the 2- and 7-positions, respectively. Its rigid, three-dimensional architecture and halogenated groups make it a valuable intermediate for advanced organic synthesis, materials science, and pharmaceutical research. The compound is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring consistency for demanding applications. Proper storage at 2-8°C under inert atmosphere is recommended to maintain stability.
Properties
- CAS Number: 2259716-83-9
- Complexity: 573
- IUPAC Name: 2-bromo-7-chloro-spiro[fluorene-9,9′-xanthene]
- InChI: InChI=1S/C25H14BrClO/c26-15-9-11-17-18-12-10-16(27)14-22(18)25(21(17)13-15)19-5-1-3-7-23(19)28-24-8-4-2-6-20(24)25/h1-14H
- InChI Key: GJXYWVDEZUCPDM-UHFFFAOYSA-N
- Exact Mass: 443.99166
- Molecular Formula: C25H14BrClO
- Molecular Weight: 445.7
- SMILES: C1=CC=C2C(=C1)C3(C4=CC=CC=C4O2)C5=C(C=CC(=C5)Cl)C6=C3C=C(C=C6)Br
- Topological: 9.2
- Monoisotopic Mass: 443.99166
- Synonyms: 2-Bromo-7-chlorospiro[fluorene-9,9′-xanthene], 2259716-83-9, SCHEMBL21517359, MFCD32708890, G66107, 2-Bromo-7-chlorospiro[9H-fluorene-9,9′-[9H]xanthene]
Application
This compound serves as a key building block in the synthesis of optoelectronic materials due to its extended conjugated system and spirocentric design. Researchers utilize it to develop novel organic semiconductors, fluorescent dyes, and photoresponsive polymers. Its halogenated structure also enables participation in cross-coupling reactions for pharmaceutical scaffold construction. The steric hindrance from the spiro configuration makes it particularly useful for creating materials with controlled molecular packing.
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