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Acridine

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Identification
Molecular formula
C13H9N
CAS number
260-94-6
IUPAC name
acridine
State
State

At room temperature, acridine is a solid. It is commonly found in the form of crystalline powder.

Melting point (Celsius)
111.00
Melting point (Kelvin)
384.15
Boiling point (Celsius)
346.00
Boiling point (Kelvin)
619.15
General information
Molecular weight
179.22g/mol
Molar mass
179.2180g/mol
Density
1.0034g/cm3
Appearence

Acridine is a colorless solid. However, the compound often appears yellow due to impurities. It readily forms crystals.

Comment on solubility

Solubility of Acridine

Acridine, with the chemical formula C13H9N, presents interesting aspects regarding its solubility in various solvents. This compound is notable for its unique properties and behavior in different environments.

When discussing the solubility of acridine, it is essential to consider the following:

  • Solvent Polarity: Acridine is generally sparingly soluble in water, with a solubility of approximately 0.15 g/L at room temperature. However, it is quite soluble in organic solvents.
  • Organic Solvents: Acridine is highly soluble in nonpolar and moderately polar solvents such as:
    • Benzene
    • Toluene
    • Alcohols like ethanol and methanol
  • Temperature Dependency: As with many organic compounds, the solubility of acridine can increase with temperature, making it possible to dissolve larger amounts in hot solvents.

In summary, while acridine shows limited solubility in water, it is well-compatible with various organic solvents, enhancing its accessibility for numerous applications in chemical processes. Attention to solvent choice is crucial for optimizing its use in laboratory and industrial settings.

Interesting facts

Interesting Facts about Acridine

Acridine is an aromatic nitrogen-containing heterocyclic compound that has captured the interest of scientists for decades. This fascinating molecule has a distinctive structure, characterized by a fused ring system, which contributes to its unique properties and diverse applications.

Key Characteristics and Applications

  • Fluorescent Properties: Acridine exhibits remarkable fluorescence, making it a valuable compound in various fluorescence-based applications.
  • Dye Production: It serves as a precursor for the synthesis of various dyes, particularly acridine dyes, which are used in textiles and biological staining.
  • Antimicrobial Activity: Several derivatives of acridine have displayed significant antibacterial and antifungal properties, leading to research into their potential use in medicine.
  • DNA Interaction: Acridine can intercalate into DNA, influencing its structural properties. This interaction is of great interest in biochemical research and drug design.

In the realm of organic chemistry, acridine is often studied for its ability to undergo various chemical reactions, leading to the development of new compounds with enhanced functionalities. Researchers have noted that its derivatives can be tailored to optimize medicinal properties, demonstrating the compound's potential in pharmaceuticals.

Fun Fact

Interestingly, acridine was first discovered in 1880 by the chemist August Wilhelm von Hofmann, a key figure in organic chemistry. His work laid the groundwork for further exploration into this compound, establishing its significance in scientific exploration.

Overall, the study of acridine not only highlights the compound's diverse applications but also illustrates the dynamic nature of chemical research, where even a single compound can lead to numerous pathways of discovery and innovation.

Synonyms
ACRIDINE
260-94-6
9-Azaanthracene
2,3-Benzoquinoline
Acrydine
10-Azaanthracene
Akridin
Dibenzo[b,e]pyridine
Benzo(b)quinoline
Dibenzo(b,e)pyridine
2,3,5,6-Dibenzopyridine
Benzo[b]quinoline
Akridin [Czech]
NSC 3408
NSC-3408
CCRIS 1636
HSDB 634
CHEBI:36420
EINECS 205-971-6
UNII-42NI1P5Q1X
UN2713
BRN 0120200
42NI1P5Q1X
AI3-15279
ACRIDINE [MI]
DTXSID8059766
NSC3408
5-20-08-00199 (Beilstein Handbook Reference)
MFCD00005025
UN 2713
DIBENZO (B,E) PYRIDINE
DIBENZO [B,E] PYRIDINE
Acridines
acridine acid
Aceridine
9Azaanthracene
ACRIDINE (1,2,3,4,5,6,7,8,9-D9)
10Azaanthracene
2,3Benzoquinoline
Benzoquinolinylidene
Coal tar pitch volatiles: acridine
Acridine, 97%
9-ASAANTHRACENE
2,3,5,6Dibenzopyridine
UPCMLD-DP077
SCHEMBL8339
BENZO (B) QUINOLINE
DIBENZO(B,C)PYRIDINE
CHEMBL39677
WLN: T C666 BNJ
SCHEMBL6265106
DTXCID6037433
SCHEMBL12474214
UPCMLD-DP077:001
Acridine (purified by sublimation)
Acridine [UN2713] [Poison]
BDBM50551545
AKOS001568550
FA17205
NCGC00161635-01
NCGC00161635-02
AS-42152
DB-046832
A0129
A0294
A3436
NS00009725
EN300-21156
C20141
A818165
AC-907/21098007
Q342713
10-Azaanthracene;2,3-Benzoquinoline;9-Azaanthracene
Acridine, BioReagent, suitable for fluorescence, >=97.0% (HPLC)
205-971-6