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Thioflavin T

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Identification
Molecular formula
C27H20ClN3S2
CAS number
2390-54-7
IUPAC name
2-[3-chloro-5-(1-ethylbenzo[e][1,3]benzothiazol-1-ium-2-yl)penta-2,4-dienylidene]-1-ethyl-benzo[e][1,3]benzothiazole
State
State

Thioflavin T is typically solid at room temperature.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.15
Boiling point (Celsius)
260.00
Boiling point (Kelvin)
533.15
General information
Molecular weight
482.99g/mol
Molar mass
482.9920g/mol
Density
0.8300g/cm3
Appearence

Thioflavin T is a yellow crystalline powder. When dissolved in water, it produces a bright yellow solution, which exhibits a high-intensity fluorescence, making it useful in various assays and experiments related to protein studies, particularly for its ability to stain amyloid fibrils.

Comment on solubility

Solubility of 2-[3-chloro-5-(1-ethylbenzo[e][1,3]benzothiazol-1-ium-2-yl)penta-2,4-dienylidene]-1-ethyl-benzo[e][1,3]benzothiazole

The solubility of this compound is influenced by various structural and environmental factors. Given its complex architecture, several observations can be made:

  • Polarity: The presence of multiple substituents, including the chlorine atom and the benzothiazole moieties, suggests that the compound may exhibit varying levels of polarity, which can significantly affect its solubility in different solvents.
  • Solvent Interaction: The compound might be more soluble in polar solvents due to the ability to form hydrogen bonds, particularly with the nitrogen or sulfur atoms present in its structure.
  • Hydrophobic Effects: The extensive ethyl and benzo groups present in the compound could contribute to hydrophobic interactions, potentially limiting its solubility in water, while enhancing solubility in organic solvents.
  • Concentration Dependence: As is common with complex compounds, solubility may also depend on concentration levels and conditions such as temperature and pressure.
  • pH Sensitivity: This compound's solubility could vary significantly with pH changes, especially because of the ionizable nature of some functional groups within its structure.

Understanding the solubility characteristics of such a defined compound requires careful consideration of its interactions within various solvent systems, illustrating the remarkable complexity of chemical solubility.

Interesting facts

Interesting Facts about 2-[3-chloro-5-(1-ethylbenzo[e][1,3]benzothiazol-1-ium-2-yl)penta-2,4-dienylidene]-1-ethyl-benzo[e][1,3]benzothiazole

This compound belongs to the class of benzothiazoles, which are known for their significant biological activities and applications. Here are some notable insights:

  • Biological Significance: Many benzothiazole derivatives are explored for their roles in pharmaceuticals, particularly as antifungal, antibacterial, and anticancer agents. The specific structure of this compound suggests a potential for interesting biological activities.
  • Unique Functional Groups: The presence of a chlorinated moiety in the structure often enhances biological relevance, as chlorine substitution can affect molecular interactions. It may influence the compound's reactivity and its ability to interact with biological targets.
  • Optoelectronic Applications: Compounds with extended π-conjugation, like this one, are investigated for their applications in organic electronics. They can be suitable for use in organic light-emitting diodes (OLEDs) and organic solar cells due to their electronic properties.
  • Fluorescent Properties: Many benzothiazole derivatives exhibit fluorescence, making them candidates for use in sensors and imaging applications. Exploring the photophysical properties of this compound could uncover exciting applications in biochemical detection technologies.
  • Synthetic Pathways: The synthesis of such complex multi-ring structures can involve innovative methodologies, such as one-pot reactions or specific coupling strategies, which are exciting areas of study in organic chemistry.

In summary, the intricate structure of this compound opens up numerous avenues for exploration, from medicinal chemistry to materials science. As research progresses, the unique attributes of this compound could lead to groundbreaking discoveries.