2,7-Dibromospiro[9H-fluorene-9,9'-[9H]xanthene] TCI D5671

Chemical Identity

CAS No.: 198142-65-3
Formula: C25H14Br2O
Molecular weight: 490.19 g/mol
Purity: >98.0%(GC)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 2,7-dibromospiro[fluorene-9,9'-xanthene]
SMILES: C1=CC=C2C(=C1)C3(C4=CC=CC=C4O2)C5=C(C=CC(=C5)Br)C6=C3C=C(C=C6)Br
InChIKey: CYGGERDBQBUNDY-UHFFFAOYSA-N
MDL: MDL30342413
PubChem: CID 85754154

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TCI D5671, 2,7-Dibromospiro[9H-fluorene-9,9'-[9H]xanthene], is a spiro-configured aromatic compound that joins a fluorene framework and a xanthene framework through a single shared carbon atom, with two bromine atoms attached at the two and seven positions of the fluorene ring. The material is classified as a heterocyclic building block and serves in the laboratory as a central core for assembling large, three-dimensionally shaped molecules, particularly in organic materials research directed toward electronics. The two available bromine atoms act as ready-to-use connection points in catalytic coupling reactions used to attach charge-carrying units or light-emitting units to the core.

The property that makes this compound distinctive is its spiro geometry, which forces the two aromatic planes to stand almost perpendicular to one another. That arrangement prevents molecules from stacking tightly against each other in the solid state, so the thin films formed from such materials tend to be amorphous, thermally stable, and resistant to the crystalline aggregation that degrades device performance. In addition, the oxygen atom in the xanthene ring donates electrons, allowing the electronic character of the core to be tuned. The uniform dibromo reactivity at the symmetric two and seven positions supports predictable, controlled substitution on both arms of the fluorene unit.

In Indonesian laboratories, this building block is typically used by university and institutional research groups working on organic electronic materials, where a rigid, non-planar aromatic core is needed as the starting point for a synthetic route. It is generally ordered in research-scale quantities for method development, small-batch synthesis, and the preparation of intermediates that are later characterized and used in thin-film studies. Its role is that of a specialist synthetic input rather than a routine bulk reagent.

Suzuki–Miyaura and related cross-coupling synthesis: the two aryl bromide positions provide clean, equivalent handles for attaching boronic acid or ester partners under palladium catalysis.
Host and charge-transport material development: the perpendicular spiro core suppresses close molecular packing, helping researchers build amorphous films with good thermal behaviour for device layers.
Emitter scaffold construction: the symmetric dibromo substitution allows two identical light-emitting or auxiliary units to be installed on a single rigid three-dimensional core.
Structure–property relationship studies: the electron-donating xanthene oxygen lets research groups systematically tune the electronic character of the core and compare resulting derivatives.
Preparation of higher intermediates and monomers: the compound acts as a central starting block for multi-step routes toward larger spiro-based aromatic architectures.

Brand	TCI (Tokyo Chemical Industry)
CAS number	198142-65-3
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes	research-scale packs as listed by the manufacturer for this catalogue item
Physical form	—
Storage	keep in the closed original container under the conditions stated on the manufacturer label and safety data sheet

Catalogue reference: D5671

Store the compound in its original tightly closed container in a cool, dry, well-ventilated chemical store, away from light, moisture, heat sources, and incompatible materials, following the conditions printed on the manufacturer label and safety data sheet. Amber glass or the supplied container is suitable; transfer with clean, dry glass or stainless spatulas to avoid contamination. Handle the solid inside a fume hood, wearing a laboratory coat, nitrile gloves, and safety glasses, and avoid generating or inhaling dust. Read the safety data sheet before first use, keep containers clearly labelled, and collect residues and contaminated consumables as halogenated organic chemical waste for disposal through the institution's approved route.

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