5-Phenyl-5H-benzo[b]phosphindole: Properties & Lab FAQ

5-Phenyl-5H-benzo[b]phosphindole is a tricyclic organophosphorus heterocycle featuring a phosphorus atom bridging two fused benzene-derived rings with a phenyl substituent at the phosphorus center, making it a versatile building block in organophosphorus chemistry and ligand design.

Product Name

5-Phenyl-5H-benzo[b]phosphindole

SKU / Catalog Number

P282091 (Aladdin); Strem Catalog No. 15-3525

Compound Class

Tricyclic organophosphorus heterocycle (phosphindole)

Key Structural Feature

P-phenyl substituted benzo[b]phosphindole ring system

Primary Applications

Organophosphorus synthesis, ligand precursor, materials chemistry research

Supplier Reference

Originally listed under Strem Chemicals catalog; available via Aladdin Scientific

What Is 5-Phenyl-5H-benzo[b]phosphindole?

5-Phenyl-5H-benzo[b]phosphindole belongs to the phosphindole family of organophosphorus heterocycles. Its core structure consists of a benzo[b]phosphindole ring system — a tricyclic framework in which a phosphorus atom is incorporated into a five-membered ring fused between two aromatic (benzene-derived) rings. The phosphorus atom at the 5-position bears a phenyl group, giving the molecule its full IUPAC-style name.

This compound is of interest in synthetic organophosphorus chemistry because the P-centered ring system can serve as a rigid, planar scaffold for ligand design, optoelectronic materials, and as a synthetic intermediate for more complex phosphorus-containing architectures. The aromatic stabilization of the fused ring system contributes to its relative thermal stability compared with acyclic trivalent phosphines.

Handling, Storage, and Safety

As with most trivalent organophosphorus compounds, 5-Phenyl-5H-benzo[b]phosphindole should be handled with appropriate precautions. Trivalent phosphorus heterocycles can be sensitive to oxidation by atmospheric oxygen; therefore, storage under an inert atmosphere (nitrogen or argon) in a tightly sealed container is strongly recommended.

Standard laboratory personal protective equipment — including chemical-resistant gloves, safety eyewear, and a laboratory coat — should be worn when handling this reagent. Work in a well-ventilated fume hood is advised. Researchers should consult the full Safety Data Sheet (SDS) provided with the product before use, as specific toxicological data for this exact compound may be limited and requires review.

Recommended storage conditions are typically in a cool, dry place away from oxidizers and moisture. Contact Aladdin Scientific's technical support team for the most current SDS and stability data for SKU P282091.

Typical Research Applications

5-Phenyl-5H-benzo[b]phosphindole finds use primarily as a specialty building block in organophosphorus chemistry. Key application areas include:

• Ligand synthesis: The rigid benzo-fused phosphacyclic framework can be elaborated into chelating or multidentate ligands for transition-metal catalysis.
• Optoelectronic materials: Phosphorus-containing polycyclic aromatics have attracted attention for OLED and other organic electronic device research, where the phosphorus atom modifies frontier molecular orbital energies.
• Synthetic intermediates: The compound may serve as a precursor to phosphindole oxides, phosphonium salts, or further functionalized phosphorus heterocycles via oxidation, alkylation, or coordination chemistry.

Researchers interested in phosphorus-containing pi-conjugated systems or P-based heterocyclic ligand libraries will find this reagent particularly relevant.

Ordering and Availability from Aladdin Scientific

5-Phenyl-5H-benzo[b]phosphindole is available from Aladdin Scientific under SKU P282091. This product corresponds to Strem Chemicals catalog number 15-3525, and is offered as a specialty organophosphorus reagent.

To place an order, researchers may visit the Aladdin Scientific website and search by SKU P282091 or by product name. For bulk quantities, custom packaging under inert atmosphere, or institutional procurement enquiries, please contact Aladdin Scientific's sales or customer service team directly. Lead times for specialty reagents may vary; confirming current stock and availability prior to ordering is recommended.

Certificate of Analysis (CoA) documents, including purity data and batch-specific analytical results, are available upon request for each lot of P282091.

Purity, Specifications, and Quality

Specific purity grades and analytical specifications for SKU P282091 are provided on the product's Certificate of Analysis (CoA). As this reagent is cataloged as a specialty organophosphorus compound (cross-referenced with Strem catalog 15-3525), purity is expected to meet research-grade standards; however, the exact purity percentage and analytical methods used (e.g., HPLC, GC, NMR) should be confirmed from the current CoA for the specific lot received.

Researchers requiring high-purity material for sensitive applications — such as asymmetric catalysis or optoelectronic device fabrication — are encouraged to request lot-specific CoA data before use. If purity requirements exceed standard research grade, please contact Aladdin Scientific to discuss options for higher-specification material or additional purification support.

Frequently asked questions

What is the CAS number for 5-Phenyl-5H-benzo[b]phosphindole?

The CAS number for 5-Phenyl-5H-benzo[b]phosphindole is not explicitly provided in the current source material. Please refer to the product page for SKU P282091 on the Aladdin Scientific website or contact customer service to confirm the CAS registry number and other identifiers.

Is 5-Phenyl-5H-benzo[b]phosphindole air- and moisture-sensitive?

As a trivalent organophosphorus compound, 5-Phenyl-5H-benzo[b]phosphindole is expected to show sensitivity to oxidation by atmospheric oxygen, and moisture exposure may also affect its integrity. It is best handled under an inert atmosphere (nitrogen or argon) using standard Schlenk or glovebox techniques, and stored in a sealed container away from air and moisture. Always consult the product SDS for confirmed handling requirements.

How do I request a Certificate of Analysis (CoA) for SKU P282091?

Certificates of Analysis for P282091 can be requested through the Aladdin Scientific website by entering the lot number found on your product label, or by contacting Aladdin Scientific customer service directly via email or phone. The CoA will include batch-specific purity data and relevant analytical results for your received lot.

Can 5-Phenyl-5H-benzo[b]phosphindole be used as a ligand precursor in transition-metal catalysis?

Yes, phosphindole-based compounds like 5-Phenyl-5H-benzo[b]phosphindole are of interest as scaffolds for ligand development in transition-metal catalysis, owing to the rigid benzo-fused ring system and the trivalent phosphorus center available for coordination. However, specific catalytic performance data should be validated in the researcher's own experimental system, as application-specific literature should be consulted for detailed protocols.

What quantity options are available for ordering P282091 from Aladdin Scientific?

Available quantity options for P282091 are listed on the Aladdin Scientific product page. For information on specific pack sizes, bulk pricing, or custom quantities, please contact Aladdin Scientific's sales team or customer service, as specialty organophosphorus reagents may have limited standard pack-size options.

References

1. Strem Chemicals product catalog, entry 15-3525: 5-Phenyl-5H-benzo[b]phosphindole.
2. Aladdin Scientific product listing, SKU P282091: 5-Phenyl-5H-benzo[b]phosphindole.

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.