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5,8-Dihydroxynaphthalene-2-sulfonic acid

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Identification
Molecular formula
C10H6O5S
CAS number
135-62-6
IUPAC name
3,4-dioxonaphthalene-1-sulfonic acid
State
State

In its standard state at room temperature, 3,4-dioxonaphthalene-1-sulfonic acid exists as a solid. It is typically insoluble in nonpolar solvents but may dissolve in water and polar organic solvents due to the presence of the sulfonic acid functional group.

Melting point (Celsius)
250.00
Melting point (Kelvin)
523.15
Boiling point (Celsius)
450.00
Boiling point (Kelvin)
723.15
General information
Molecular weight
224.21g/mol
Molar mass
224.2090g/mol
Density
1.7080g/cm3
Appearence

3,4-dioxonaphthalene-1-sulfonic acid appears as a solid at room temperature. It generally forms as a crystalline powder and can be characterized by its slightly yellowish to pale color. As with many organic sulfonic acids, this compound tends to have a strong acidic odor.

Comment on solubility

Solubility of 3,4-Dioxonaphthalene-1-sulfonic Acid

3,4-Dioxonaphthalene-1-sulfonic acid, a sulfonated derivative of naphthalene, presents interesting solubility characteristics influenced by its chemical structure. This compound is known to be soluble in water, thanks to the presence of the sulfonic acid group, which effectively enhances its ability to interact with polar solvents.

Key points on its solubility include:

  • Hydrophilicity: The sulfonic acid group increases hydrophilicity due to its ability to form strong hydrogen bonds with water molecules.
  • Temperature Dependency: Solubility can vary significantly with temperature; typically, higher temperatures improve solubility for many organic compounds, including dioxonaphthalenes.
  • pH Influence: The solubility of 3,4-dioxonaphthalene-1-sulfonic acid may also be affected by the pH of the solution, as ionization of the sulfonic group can further promote dissolution in alkaline or neutral environments.

Due to its soluble nature, 3,4-dioxonaphthalene-1-sulfonic acid finds applications in various fields, especially in analytical chemistry where solubility is essential for effective utilization.

Interesting facts

Interesting Facts about 3,4-Dioxonaphthalene-1-sulfonic Acid

3,4-Dioxonaphthalene-1-sulfonic acid, a fascinating compound within the field of organic chemistry, is known for its unique structural and functional properties. Here are some intriguing insights into this compound:

  • Structure: This compound features a naphthalene ring, which is a polycyclic aromatic hydrocarbon. Its structure includes two ketone groups (=O) and a sulfonic acid group (–SO3H), presenting a pronounced level of reactivity due to these functional groups.
  • Applications: 3,4-Dioxonaphthalene-1-sulfonic acid is typically used as an analytical reagent in various chemical processes, particularly in dye manufacturing. Its sulfonic acid moiety makes it a valuable compound for producing water-soluble dyes.
  • Reactivity: The presence of both carbonyl and sulfonic acid groups contributes to the compound’s reactivity, playing a significant role in electrophilic substitution reactions. This makes it an essential precursor for synthesizing other complex organic molecules.
  • Environmental Considerations: Like many sulfonic compounds, it often raises environmental concerns due to its potential toxicity and biocompatibility. When studying this compound, it is crucial to consider its environmental impact and degradation processes.
  • Historical Context: This compound belongs to a class of dyes that have been used for over a century, showcasing the evolving relationship between chemistry and industrial applications. The synthesis of similar compounds has paved the way for advancements in materials science.

In conclusion, 3,4-Dioxonaphthalene-1-sulfonic acid offers a captivating blend of historical significance and modern utility within organic chemistry. As researchers continue to explore its properties and applications, this compound undoubtedly remains an essential topic of study in both academic and industrial settings.

Synonyms
2066-93-5
1,2-Naphthoquinone-4-sulfonic acid
1-Naphthalenesulfonic acid, 3,4-dihydro-3,4-dioxo-
3,4-dioxonaphthalene-1-sulfonic acid
1,2-Naphthoquinone-4-sulfonate
3,4-dioxo-3,4-dihydronaphthalene-1-sulfonic acid
3,4-Dihydro-3,4-dioxonaphthalene-1-sulphonic acid
3,4-dihydro-3,4-dioxo-1-naphthalenesulfonic acid
EINECS 218-184-8
Doxazosin impurity 12
AI3-52480
SCHEMBL366178
CHEMBL1205174
DTXSID7062162
o-naphthoquinone-4-sulfonic acid
CHEBI:137378
PZTGRDMCBZUJDL-UHFFFAOYSA-N
beta-naphthoquinone-4-sulfonic acid
1,2-naphthoquinone-4-sulphonic acid
HY-Z14061
STK329522
AKOS001593411
.BETA.-NAPHTHOQUINONE-4-SULFONATE
PD147988
NS00009503
.BETA.-NAPHTHOQUINONE-4-SULFONIC ACID
1-Naphthalenesulfonicacid,3,4-dihydro-3,4-dioxo-
3,4-Dihydro-3,4-dioxo-1-naphthalene sulfonic acid
Q27285675