Skip to main content

Naphthalene-1,5-dithiol

ADVERTISEMENT
Identification
Molecular formula
C10H8S2
CAS number
3481-12-7
IUPAC name
naphthalene-1,5-dithiol
State
State

At room temperature, naphthalene-1,5-dithiol is in a solid state. It is crystalline and pale yellow, reflecting its aromatic nature and chemical composition.

Melting point (Celsius)
102.00
Melting point (Kelvin)
375.15
Boiling point (Celsius)
225.00
Boiling point (Kelvin)
498.15
General information
Molecular weight
192.30g/mol
Molar mass
192.2960g/mol
Density
1.3105g/cm3
Appearence

Naphthalene-1,5-dithiol typically appears as a pale yellow solid at room temperature. This aromatic compound consists of a naphthalene ring structure with thiol groups attached, which can contribute to its color and general appearance.

Comment on solubility

Solubility of Naphthalene-1,5-dithiol

Naphthalene-1,5-dithiol, with its intriguing molecular structure, presents unique properties that influence its solubility behavior. This compound is known for its low solubility in water, which can be attributed to the following factors:

  • Hydrophobic Character: The naphthalene moiety contributes significantly to its hydrophobic nature, making it less likely to interact favorably with polar solvents like water.
  • Functional Groups: The presence of thiol (-SH) groups can enhance solubility in certain organic solvents, promoting interactions within nonpolar environments.
  • Temperature Dependence: As with many organic compounds, solubility can increase with temperature, allowing for better dissolution in solvents when heated.

In summary, while naphthalene-1,5-dithiol struggles to dissolve in polar solvents due to its hydrophobic characteristics, it may find better solubility in organic solvents such as ethanol or chloroform. This highlights the delicate interplay between molecular structure and solubility. Always consider the specific solvent properties and conditions when assessing the solubility of this intriguing compound.

Interesting facts

Interesting Facts about Naphthalene-1,5-dithiol

Naphthalene-1,5-dithiol is a fascinating compound that belongs to the family of dithiols, which are characterized by the presence of two thiol (-SH) groups. This compound has garnered attention for its unique properties and potential applications in various fields.

Structure and Properties

  • The structure of naphthalene-1,5-dithiol features a naphthalene backbone, which consists of two fused benzene rings, connected by thiol groups at the 1 and 5 positions.
  • Due to the presence of these thiol groups, this compound is known for its reactivity, particularly in forming metal complexes.
  • It exhibits significant *electron-donating* characteristics, making it useful in organic semiconductor applications.

Applications

Naphthalene-1,5-dithiol has opened up avenues in several critical research areas:

  • Organic Electronics: Its ability to form stable charge-transfer complexes has implications in developing organic transistors and sensors.
  • Coordination Chemistry: The compound can act as a bidentate ligand, bonding to various transition metals and forming complexes that may possess catalytic properties.
  • Antimicrobial Research: Some studies have shown that derivatives of dithiol compounds exhibit antimicrobial activities, making them potential candidates for drug development.

Noteworthy Quotations

According to prominent chemists, "The versatility of dithiols in material science and coordination chemistry cannot be understated. They provide a wealth of opportunities for discovery and innovation."

Conclusion

In summary, naphthalene-1,5-dithiol is more than just a chemical compound; it is a bridge to innovative materials and applications that may revolutionize various industries. Its distinctive structure and reactivity make it a valuable subject of study for chemists around the globe.

Synonyms
1,5-Dimercaptonaphthalene
5325-88-2
1,5-NAPHTHALENEDITHIOL
GD7HQ62VMW
NSC 229
NSC-229
DTXSID30201361
DTXCID30123852
678-143-9
aapaglbsrojfgm-uhfffaoysa-n
naphthalene-1,5-dithiol
NSC229
MFCD00068909
UNII-GD7HQ62VMW
SCHEMBL314188
1,5-Dimercaptonaphthalene, >/=98%
AKOS028108401
AS-87346
D2182
T71015