1H-Benzo[f]indole TCI B6283

Chemical Identity

Other names: 1-Aza-1H-benz[f]indene
CAS No.: 268-58-6
PubChem: CID 12450009·SID 468591017
Formula: C12H9N
Molecular weight: 167.21 g/mol
Purity: >98.0%(GC)
Storage: 0-10°C

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 1H-benzo[f]indole
SMILES: C1=CC=C2C=C3C(=CC2=C1)C=CN3
InChIKey: FLJIWUNZRZLSME-UHFFFAOYSA-N
MDL: MDL13178675

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1H-Benzo[f]indole is an aromatic heterocyclic compound formed by fusing an indole core with an additional benzene ring, producing a condensed aromatic system that is larger and flatter than ordinary indole. This extension of the conjugated system meaningfully alters the electronic character of the molecule, so the compound is of interest not only as a synthetic building block but also as a constituent unit for functional materials. In the laboratory it is commonly used as a starting material for constructing more elaborate heterocyclic compounds and for studying the behaviour of electron-rich aromatic systems.

Its principal characteristics derive from the electron-rich nature of the indole core, which makes certain ring positions highly reactive toward electrophilic substitution, together with an NH nitrogen that can be alkylated, arylated, or protected according to the synthetic design. The extended benzene ring shifts the absorption and emission properties of the molecule toward longer wavelengths than those of simple indole, a property that appeals to researchers working on optoelectronic materials, dyes, and luminescent compounds. The broad, planar framework also promotes pi-stacking interactions, which influence how the molecule packs and behaves in the solid state.

In Indonesian laboratories, this compound is typically encountered in university and institutional research settings concerned with synthetic organic chemistry, heterocyclic methodology, and materials development. It serves research groups building compound libraries around indole-type scaffolds, as well as teams investigating fluorescent probes and organic materials. Because it is supplied as a defined building block from TCI, it fits work where a consistent, well-characterised heterocyclic starting point is needed rather than a substance prepared in-house.

Advantages (TCI brochure)

Carbazole isomer present in quite small amount in petroleum-derived carbazole.
Luminescent material that induces room temperature phosphorescence (RTP) by adding a very small amount.
RTP property can be controlled by chemical modification.

TCI brochures (PDF)

Room Temperature Phosphorescence Inducer 1H-Benzo[f]indole 2026-02-13 · p. 1
Non-Phosphorescent High Quality Carbazole 2024-10-04 · p. 1
Room Temperature Phosphorescence Inducers Benzoindole Derivatives 2026-09-14 · p. 1
Non-PEG Linkers for Designing Proteolysis-Targeting Chimera Molecules 2024-08-22 · p. 2
Building Blocks for Organic Semiconductor 2026-03-24 · p. 33

Related TCI products

Heterocyclic scaffold construction — the fused indole framework acts as a starting point for assembling more complex polycyclic heterocycles through established ring-functionalisation chemistry.
Electrophilic substitution studies — the electron-rich indole core directs electrophiles to specific ring positions, making the compound useful for probing regioselectivity in aromatic substitution.
N-functionalisation chemistry — the NH nitrogen can be alkylated, arylated, or protected, giving synthetic chemists a straightforward handle for introducing structural diversity.
Optoelectronic and dye research — absorption and emission shifted to longer wavelengths than simple indole make this a candidate unit for luminescent and organic electronic materials.
Solid-state and packing investigations — the broad planar aromatic framework encourages pi-stacking interactions, supporting studies of molecular arrangement and material behaviour in condensed phases.

From the TCI brochure

Sample for RTP research
Synthetic raw material for RTP inducing materials

Brand	TCI
CAS number	268-58-6
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes	available in standard TCI research pack sizes; please confirm the current options when ordering
Physical form	supplied as a laboratory-grade organic compound; refer to the manufacturer's label and safety data sheet for the specified storage conditions
Storage	—

Product code: B6283

Data from the TCI brochure

λabs (ε / M-1cm-1)	248 (64800), 330 (5058), 342 (6200), 358 (6100) nm
λem	371, 388 nm
Stokes shift	13 nm
RTP region (0.5 wt% doped into carbazole)	500-700 nm (delayed emission, 9-16 ms, excited at 310 nm)

Source: TCI brochure FF109 (2026-02-13)

Store the compound in its original tightly closed container, kept in a cool, dry, and well-ventilated area away from direct sunlight, heat sources, and strong oxidising agents. Amber glass or the supplier's original packaging is appropriate, since extended aromatic systems of this type can be sensitive to prolonged light exposure. Handle the material in a fume hood using gloves, safety glasses, and a laboratory coat, and avoid generating dust during weighing and transfer. Keep containers clearly labelled, close them promptly after use, and consult the manufacturer's safety data sheet before handling or disposal.

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