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Naphthalene-1,5-disulfonic acid

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Identification
Molecular formula
C10H8O6S2
CAS number
81-04-9
IUPAC name
naphthalene-1,5-disulfonic acid
State
State

At room temperature, naphthalene-1,5-disulfonic acid is found as a solid powder. Its state is maintained by the strong interactions between the sulfonic acid groups which increase its melting point substantially compared to unsubstituted naphthalene.

Melting point (Celsius)
206.00
Melting point (Kelvin)
479.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
254.29g/mol
Molar mass
254.2600g/mol
Density
1.6800g/cm3
Appearence

Naphthalene-1,5-disulfonic acid typically appears as a white crystalline solid or powder. Its crystalline structure is a result of its aromatic naphthalene core that is substituted by two sulfonic acid groups, which contributes to its solid structure at room temperature.

Comment on solubility

Solubility of Naphthalene-1,5-disulfonic Acid

Naphthalene-1,5-disulfonic acid, with the chemical formula C10H8O6S2, exhibits notable characteristics regarding its solubility:

  • Water Solubility: This compound is typically highly soluble in water due to the presence of two sulfonic acid groups (-SO3H), which increase its polarity.
  • Solvent Behavior: Naphthalene-1,5-disulfonic acid shows significantly improved solubility in aqueous environments compared to its parent naphthalene, which is largely insoluble in water.
  • Influence of pH: The solubility may be affected by the pH of the solution, as increased acidity can lead to the protonation of the sulfonic groups, impacting the compound's overall solubility.
  • Temperature Dependence: Like many compounds, the solubility of naphthalene-1,5-disulfonic acid may increase with rising temperatures, making it more favorable in hotter conditions.

In summary, the high solubility of naphthalene-1,5-disulfonic acid in water primarily arises from the influence of its sulfonic acid groups, making it a significant compound in various chemical applications. Understanding the solubility behavior is crucial for effective usage and formulation in both laboratory and industrial settings.

Interesting facts

Interesting Facts About Naphthalene-1,5-disulfonic Acid

Naphthalene-1,5-disulfonic acid is a fascinating compound that holds significance in various fields of chemistry and materials science. Here are some intriguing aspects of this compound:

  • Structure and Functionality: This compound features two sulfonic acid groups attached to a naphthalene ring. This unique structure contributes to its high solubility in water and enables it to participate in various chemical reactions efficiently.
  • Industrial Applications: Naphthalene-1,5-disulfonic acid is commonly used in the production of dyes and pigments. It serves as a key intermediate in the synthesis of reactive dyes, which are known for their superior color fastness and vibrancy.
  • Ligand Properties: Due to the presence of sulfonic acid groups, this compound acts as a bidentate ligand in coordination chemistry, capable of forming stable complexes with various metal ions. Such properties make it useful in catalysis and metal ion capture studies.
  • Role in Organic Synthesis: Scientists utilize naphthalene-1,5-disulfonic acid in organic synthesis as it can help facilitate numerous reactions, including electrophilic aromatic substitution, due to its electron-withdrawing sulfonic groups that stabilize the reaction intermediates.
  • Environmental Considerations: While naphthalene-1,5-disulfonic acid is useful, it is important to consider its environmental impact. Studies are ongoing to evaluate the biodegradability and potential toxicity of sulfonic acid derivatives in ecological systems.

In summary, naphthalene-1,5-disulfonic acid is more than just a simple compound; its unique properties and wide range of applications make it a subject of continued interest and study within the scientific community. As noted by one researcher, "The versatility of naphthalene derivatives in organic chemistry is a testament to the intricate relationships between structure and function."

Synonyms
1,5-NAPHTHALENEDISULFONIC ACID
81-04-9
Naphthalene-1,5-disulfonic acid
Armstrong's acid
Armstrong's S acid
1,5-Naphthylene disulfonic acid
NSC 9588
Naphthalene-1,5-disulphonic acid
EINECS 201-317-9
UNII-E8FPK78470
BRN 0619838
NAPADISYLIC ACID
E8FPK78470
NSC-9588
MFCD00003996
ARMSTRONG'S ACID [MI]
DTXSID5046982
CHEBI:30890
4-11-00-00561 (Beilstein Handbook Reference)
Napadisylic acid; Naphthalene-1,5-disulfonic acid
1,5-NaphthalenedisulfonicAcid
1,5-Naphthalene Disulfonic Acid
21D
SCHEMBL6242
CBDivE_012757
1,5 naphthalenedisulfonic acid
1,5-napthalene disulfonic acid
1,5-naphthalenedisulphonic acid
DTXCID3026982
naphthalene 1,5-disulfonic acid
1,5-naphthalene disulphonic acid
NSC9588
HY-Y1725
STK016233
AKOS002378778
AT25161
FN37530
AC-11268
AS-12837
SY014334
DB-028867
CS-0017917
N0763
NS00001971
HEXETIDINE IMPURITY D [ EP IMPURITUY]
AQ-390/41842781
Q3306063
1,5-Naphthalenedisulfonic acid; Armstrong's acid; NSC 9588; Napadisylic acid; Naphthalene-1,5-disulfonic acid
201-317-9
608-396-2