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7-Aminonaphthalene-1-sulfonic acid

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Identification
Molecular formula
C10H9NO3S1
CAS number
86-21-5
IUPAC name
7-aminonaphthalene-1-sulfonic acid
State
State

At room temperature, 7-Aminonaphthalene-1-sulfonic acid is a solid compound.

Melting point (Celsius)
300.00
Melting point (Kelvin)
573.00
Boiling point (Celsius)
531.10
Boiling point (Kelvin)
804.30
General information
Molecular weight
223.26g/mol
Molar mass
223.2560g/mol
Density
1.5400g/cm3
Appearence

7-Aminonaphthalene-1-sulfonic acid is typically a beige to tan crystalline powder. It may also appear as off-white crystals. It is often used in dyes and pharmaceuticals and has a distinct chemical structure based on a naphthalene ring.

Comment on solubility

Solubility of 7-Aminonaphthalene-1-sulfonic Acid

7-Aminonaphthalene-1-sulfonic acid, known for its vibrant color and applications in dye manufacturing, exhibits intriguing solubility properties worth exploring. This compound is generally considered to be:

  • Soluble in Water: The presence of the sulfonic acid group (-SO3H) significantly increases its affinity for water, making it soluble in polar solvents.
  • Partially Soluble in Organic Solvents: While it has limited solubility in non-polar organic solvents due to its ionic nature, it can dissolve in some polar organic solvents.

Furthermore, the solubility of 7-aminonaphthalene-1-sulfonic acid can be influenced by several factors:

  1. pH Levels: The solubility may vary with changes in pH, as the ionization state of the sulfonic acid group becomes relevant.
  2. Temperature Effects: Like many compounds, increasing temperature typically enhances solubility, making solutions more favorable.
  3. Presence of Salts: The addition of salts can alter solubility due to ion competition or common ion effects in solution.

In summary, the combination of the amino group and sulfonic acid group contribute to the compound's overall solubility profile, which is essential for its utility in various chemical applications. As noted, the aqueous solubility of compounds like 7-aminonaphthalene-1-sulfonic acid is a key factor in their role as dyes and intermediates.


Interesting facts

Interesting Facts about 7-Aminonaphthalene-1-sulfonic Acid

7-Aminonaphthalene-1-sulfonic acid is a fascinating compound that draws interest due to its versatile applications and unique structures.

Key Features

  • Structure: This compound features a naphthalene ring system that is substituted at both the 1-position with a sulfonic acid group and the 7-position with an amino group. This arrangement lends the molecule its distinctive properties.
  • Colorant Applications: It is often utilized in the production of azo dyes, which are widely used in textiles, inks, and plastics. The vibrant colors of these dyes are attributed to the presence of the naphthalene moiety.
  • Analytical Chemistry: The sulfonic acid functional group makes it a useful reagent in various analytical techniques, including spectrophotometry, where it can help in determining the concentration of certain substances.
  • Biological Significance: Some derivatives of this compound have been studied for their biological activities, including anti-cancer properties, showcasing the potential medicinal implications of sulfonated naphthalene compounds.

Chemical Reactivity

The presence of both amino and sulfonic acid groups allows 7-aminonaphthalene-1-sulfonic acid to engage in numerous reactions:

  • It can participate in electrophilic aromatic substitutions due to the electron-donating nature of the amino group.
  • It can also function as a strong acid, opening pathways for acid-base reactions.

Interesting Quote

As chemists often say, “the beauty of chemistry lies in the connections we form” - 7-aminonaphthalene-1-sulfonic acid embodies this notion, illustrating how simple modifications to a molecular structure can lead to complex and useful applications across various domains.

In summary, 7-aminonaphthalene-1-sulfonic acid is not only pivotal in dye chemistry but also serves as a potent reminder of the significance of functional groups in influencing chemical behavior. Its blend of reactivity and application underscores the multifaceted world of compounds in the field of chemistry.

Synonyms
Badische Acid
86-60-2
7-aminonaphthalene-1-sulfonic acid
2-Naphthylamine-8-sulfonic acid
Baden acid
7-Amino-1-naphthalenesulfonic acid
UNII-5X2OFI65RR
1-Naphthalenesulfonicacid, 7-amino-
EINECS 201-685-0
1-NAPHTHALENESULFONIC ACID, 7-AMINO-
5X2OFI65RR
BRN 2695330
2-aminonaphthalene-8-sulfonic acid
BADISCHE ACID [MI]
DTXSID00235335
4-14-00-02802 (Beilstein Handbook Reference)
7-Aminonaphthalene-1-sulphonic acid
MFCD00035725
SCHEMBL342572
7-aminonaphthalene-1-sulfonicacid
DTXCID00157826
FYVOTMMSGKWFPK-UHFFFAOYSA-N
ALBB-031665
2-Aminonaphthalene-8-sulphonic acid
AKOS015950788
FN59766
LS-11511
NS00039137
Q18472782
201-685-0