Cas no 22717-95-9 (3-Hydroxybenzocphenanthrene)

3-Hydroxybenzophenanthrene is a polycyclic aromatic hydrocarbon (PAH) derivative characterized by a hydroxyl functional group attached to a benzophenanthrene core structure. This compound is of interest in organic synthesis and materials science due to its conjugated aromatic system, which imparts potential photophysical and electrochemical properties. The hydroxyl group enhances solubility in polar solvents and provides a reactive site for further functionalization, making it a versatile intermediate for designing advanced materials or bioactive molecules. Its rigid, planar structure may also contribute to applications in optoelectronics or as a building block for liquid crystals. Careful handling is advised due to the typical stability and toxicity concerns associated with PAHs.
3-Hydroxybenzocphenanthrene structure
3-Hydroxybenzocphenanthrene structure
Product Name:3-Hydroxybenzocphenanthrene
CAS No:22717-95-9
MF:C18H12O
MW:244.287284851074
CID:274667
PubChem ID:98856
Update Time:2025-08-05

3-Hydroxybenzocphenanthrene Chemical and Physical Properties

Names and Identifiers

    • Benzo[c]phenanthren-3-ol
    • benzo[g]phenanthren-3-ol
    • ZRX3YM7HCA
    • UNII-ZRX3YM7HCA
    • NSC-171265
    • NS00076983
    • starbld0025034
    • 3-HYDROXYBENZO(C)PHENANTHRENE
    • CHEBI:132445
    • 3-benzo[c]phenanthrenol
    • Q27225575
    • 3-hydroxybenzo[c]-phenanthrene
    • NSC171265
    • Benzo(c)phenanthren-3-ol
    • DTXSID10177252
    • 3-hydroxybenzo[c]phenanthrene
    • 22717-95-9
    • NSC 171265
    • 3-Hydroxybenzocphenanthrene
    • Inchi: 1S/C18H12O/c19-15-9-10-17-14(11-15)8-7-13-6-5-12-3-1-2-4-16(12)18(13)17/h1-11,19H
    • InChI Key: QFFZIWXRRBPSQE-UHFFFAOYSA-N
    • SMILES: OC1C=CC2C(C=1)=CC=C1C=CC3C=CC=CC=3C=21

Computed Properties

  • Exact Mass: 244.08886
  • Monoisotopic Mass: 244.088815
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 0
  • Complexity: 326
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 5.2
  • Topological Polar Surface Area: 20.2

Experimental Properties

  • Density: 1.284
  • Boiling Point: 498.2°Cat760mmHg
  • Flash Point: 240.4°C
  • Refractive Index: 1.804
  • PSA: 20.23

3-Hydroxybenzocphenanthrene Pricemore >>

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Additional information on 3-Hydroxybenzocphenanthrene

3-Hydroxybenzocphenanthrene (CAS No. 22717-95-9): A Comprehensive Overview of Its Chemical Properties and Emerging Applications

3-Hydroxybenzocphenanthrene, identified by the chemical abstracts service number CAS No. 22717-95-9, is a polycyclic aromatic hydrocarbon (PAH) derivative that has garnered significant attention in the field of chemobiology and pharmaceutical research. This compound, characterized by its unique structural framework, exhibits a blend of aromatic and heteroaromatic properties that make it a promising candidate for various biological and synthetic applications. The presence of a hydroxyl group at the benzene ring enhances its reactivity, making it a valuable intermediate in the synthesis of more complex molecules.

The structural motif of 3-hydroxybenzocphenanthrene consists of three fused benzene rings, with one hydroxyl substituent strategically positioned for functionalization. This arrangement imparts distinct electronic and steric properties, influencing its interaction with biological targets. The compound’s molecular formula, C20H14O, reflects its aromatic nature and the presence of an oxygen atom, which contributes to its versatility in chemical transformations.

In recent years, 3-hydroxybenzocphenanthrene has been extensively studied for its potential applications in drug discovery and material science. Its structural similarity to other PAHs suggests that it may exhibit similar biological activities, such as antioxidant and anti-inflammatory properties. However, the hydroxyl group introduces additional reactivity, allowing for further functionalization to tailor its biological profile.

One of the most compelling aspects of 3-hydroxybenzocphenanthrene is its role as a precursor in the synthesis of more complex organic molecules. Researchers have leveraged its reactive sites to develop novel derivatives with enhanced pharmacological properties. For instance, modifications at the hydroxyl group can lead to the formation of esters or ethers, which can be further explored for their therapeutic potential. These derivatives have shown promise in preclinical studies as candidates for treating various diseases, including neurodegenerative disorders and cancer.

The chemical reactivity of 3-hydroxybenzocphenanthrene also makes it an attractive scaffold for developing organic semiconductors and light-emitting materials. Its rigid aromatic structure and conjugated system contribute to its ability to absorb and emit light efficiently, making it suitable for applications in optoelectronics. Recent advancements in this field have demonstrated the use of 3-hydroxybenzocphenanthrene-based polymers in organic light-emitting diodes (OLEDs), where they exhibit excellent charge transport properties and high luminance.

From a synthetic chemistry perspective, 3-hydroxybenzocphenanthrene serves as a versatile building block for constructing more complex heterocyclic compounds. The hydroxyl group can undergo various reactions, including etherification, esterification, and oxidation, allowing chemists to tailor its structure for specific applications. These synthetic pathways have been instrumental in developing new materials with tailored properties, such as liquid crystals and high-performance polymers.

The pharmacological potential of 3-hydroxybenzocphenanthrene has been further explored through computational modeling and high-throughput screening techniques. These approaches have identified novel derivatives with enhanced binding affinity to biological targets, such as enzymes and receptors involved in disease pathways. Such findings underscore the importance of 3-hydroxybenzocphenanthrene as a scaffold for drug discovery efforts aimed at developing next-generation therapeutics.

In conclusion, 3-hydroxybenzocphenanthrene (CAS No. 22717-95-9) represents a fascinating compound with diverse applications across multiple scientific disciplines. Its unique structural features and reactivity make it a valuable tool for researchers working in pharmaceuticals, materials science, and organic chemistry. As our understanding of its properties continues to grow, so too will its potential contributions to advancing scientific knowledge and technological innovation.

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