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9-Phenylacridine
[CAS# 602-56-2]

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Identification
Classification Organic raw materials >> Heterocyclic compound
Name 9-Phenylacridine
Molecular Structure CAS # 602-56-2, 9-Phenylacridine
Molecular Formula C19H13N
Molecular Weight 255.32
CAS Registry Number 602-56-2
EC Number 210-020-3
SMILES C1=CC=C(C=C1)C2=C3C=CC=CC3=NC4=CC=CC=C42
Properties
Density 1.2±0.1 g/cm3, Calc.*
Melting point 184 ºC (Expl.)
Index of Refraction 1.712, Calc.*
Boiling Point 411.1±14.0 ºC (760 mmHg), Calc.*
Flash Point 179.8±12.7 ºC, Calc.*
* Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbols symbol   GHS07 Warning    Details
Hazard Statements H302-H315-H319-H335    Details
Precautionary Statements P261-P305+P351+P338    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute toxicityAcute Tox.4H302
Acute hazardous to the aquatic environmentAquatic Acute1H400
Chronic hazardous to the aquatic environmentAquatic Chronic1H410
SDS Available
up Discovory and Applicatios
9-Phenylacridine is an organic compound that belongs to the class of acridine derivatives. It is composed of an acridine ring system with a phenyl group attached at the 9-position. This structure provides it with unique electronic properties and reactivity, making it an interesting compound in both research and industrial applications. The discovery of 9-phenylacridine can be traced back to early studies on the modification of acridine itself, a heterocyclic compound known for its aromaticity and ability to participate in various chemical reactions. Researchers exploring acridine derivatives quickly recognized the potential of modifying its structure by adding different functional groups, such as the phenyl group, which can significantly alter its chemical behavior and make it more versatile for specific applications.

9-Phenylacridine has garnered attention for its use in organic electronics and materials science due to its electronic properties. The presence of the phenyl group enhances its electron-accepting capabilities, making it suitable for use in electronic devices such as organic light-emitting diodes (OLEDs) and organic semiconductors. OLEDs, for instance, are highly efficient light-emitting devices used in displays and lighting technology, and 9-phenylacridine can be incorporated into the active layers of these devices to improve their performance. The compound’s ability to undergo charge transfer and its stable luminescent properties make it a valuable material in the development of these technologies.

In addition to its applications in electronics, 9-phenylacridine has shown promise in the field of photochemistry. Its aromatic structure, combined with the phenyl group, allows it to absorb light efficiently, leading to photophysical and photochemical reactions. This has made it a useful compound in the development of sensors and photo-responsive materials. For instance, 9-phenylacridine derivatives can be incorporated into sensors designed for the detection of various environmental pollutants or biological agents, where the compound’s fluorescence properties can be used for sensitive and selective detection.

9-Phenylacridine also plays a role in pharmaceutical research, particularly in the study of anticancer agents. Acridine derivatives, including 9-phenylacridine, have been explored for their ability to intercalate into DNA, disrupting the normal function of the genetic material and thereby inhibiting the replication of cancer cells. This mode of action has made 9-phenylacridine a compound of interest in the development of chemotherapeutic agents. Studies have indicated that derivatives of 9-phenylacridine exhibit cytotoxic activity, particularly against certain types of cancer cells, suggesting that it may be a promising lead compound for further drug development.

Furthermore, 9-phenylacridine has found applications in the development of novel materials with unique optical properties. Its ability to undergo reversible electron transfer reactions has led to its inclusion in the design of molecular switches and in the creation of materials with controlled optical and electronic behaviors. These materials have potential applications in the fields of photonics and optoelectronics, where precise control of light and electronic signals is crucial for the advancement of next-generation technologies.

In summary, 9-phenylacridine is a versatile compound with a wide range of applications in areas such as organic electronics, photochemistry, and pharmaceutical development. Its unique structure, combining the acridine ring system with a phenyl group, imparts valuable properties, including fluorescence, charge transfer, and DNA interaction, which make it suitable for use in OLEDs, sensors, anticancer agents, and novel materials. The continued study of 9-phenylacridine and its derivatives holds promise for the development of innovative technologies in both the electronics and pharmaceutical industries.
Market Analysis Reports
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