Skip to main content

1,2-Dihydroxynaphthalene

ADVERTISEMENT
Identification
Molecular formula
C10H8O2
CAS number
580-43-6
IUPAC name
naphthalene-1,2-diol
State
State

At room temperature, 1,2-Dihydroxynaphthalene is a solid. This state makes it convenient for storage and handling under standard laboratory conditions, although it should be kept away from sources of moisture and excessive heat to maintain stability.

Melting point (Celsius)
138.00
Melting point (Kelvin)
411.15
Boiling point (Celsius)
305.00
Boiling point (Kelvin)
578.15
General information
Molecular weight
160.17g/mol
Molar mass
160.1690g/mol
Density
1.2230g/cm3
Appearence

1,2-Dihydroxynaphthalene appears as a crystalline solid, presenting a color that varies from off-white to light yellow. The compound's physical form can influence its use in various organic syntheses and industrial applications. Crystals may exhibit a shimmering effect due to their molecular structure.

Comment on solubility

Solubility of Naphthalene-1,2-diol

Naphthalene-1,2-diol, also known as α-naphthalenediol, has intriguing solubility properties that are significant in various chemical applications. Understanding its behavior in different solvents is essential for its effective use. Here are some key points regarding its solubility:

  • Solvent Interactions: Naphthalene-1,2-diol is soluble in organic solvents such as ethanol and acetone, indicating its non-polar characteristics, yet it has limited solubility in water.
  • Hydrogen Bonding: The presence of hydroxyl groups (-OH) allows for hydrogen bonding, which can enhance solubility in polar solvents and affect its overall chemical reactivity.
  • Temperature Effects: As with many organic compounds, solubility can increase with temperature, allowing for the compound to dissolve more readily in solvents when heated.
  • Concentration Considerations: At higher concentrations, the solubility may be affected by self-association of the naphthalene moieties, leading to reduced solubility.

In summary, while naphthalene-1,2-diol demonstrates moderate solubility in certain organic solvents, its limited solubility in water and behavior under varying conditions make it a compound of interest for further study in both theoretical and applied chemistry. Understanding these solubility characteristics is crucial for scientists working with this compound in diverse applications.

Interesting facts

Interesting Facts About Naphthalene-1,2-diol

Naphthalene-1,2-diol, also known as 1,2-dihydroxynaphthalene, is a fascinating compound with several noteworthy attributes. Here are some key points that make it particularly interesting:

  • Structure and Isomerism: Naphthalene-1,2-diol is an isomer of naphthalene-1,3-diol, showcasing how slight changes in molecular structure can lead to different chemical properties and reactivities.
  • Biochemical Relevance: This compound plays a role in various biochemical pathways. It is a precursor in the synthesis of certain biochemicals, which emphasizes the importance of hydroxyl functional groups in organic chemistry.
  • Antioxidant Properties: Research has indicated that naphthalene-1,2-diol exhibits antioxidant properties, making it a compound of interest in health and pharmaceutical research. Its ability to scavenge free radicals could have implications in the development of new therapeutic agents.
  • Environmental Impact: Like many polycyclic aromatic compounds, naphthalene-1,2-diol is studied in the context of environmental chemistry, given its potential effects in ecosystems. Understanding its behavior in aqueous environments can lead to better assessments of environmental safety.
  • Historical Significance: Naphthalene derivatives have been widely used in the production of mothballs and as intermediates in dyes and fragrances, illustrating the long-standing relevance of this compound in both industrial and domestic contexts.

Overall, naphthalene-1,2-diol serves as a prime example of how organic compounds can bridge various disciplines—from industrial applications to environmental science, further emphasizing the interconnectedness of chemistry with everyday life.

Synonyms
Naphthalene-1,2-diol
1,2-DIHYDROXYNAPHTHALENE
1,2-Naphthalenediol
1-Hydroxy-2-naphthol
CHEBI:17435
UNII-2R5017T335
EINECS 209-365-2
1,2-NAPHTHOQUINOL
NSC 401609
NSC-401609
NAPHTHALENEDIOL, 1,2-
DTXSID30205985
b-Naphthohydroquinone
DTXCID60128476
nxppaogukpjvdi-uhfffaoysa-n
574-00-5
beta-Naphthohydroquinone
dihydroxynaphthalene
1,2-naphthohydroquinone
CHEMBL204543
2R5017T335
1,2-Naphthalenediol; 1,2-Naphthoquinol; 1-Hydroxy-2-naphthol; NSC 401609
1,2-Naphthalindiol
MFCD00003959
SCHEMBL28483
BDBM50049067
NSC401609
AKOS027327446
DB07610
1,2-Dihydroxynaphthalene, technical grade
AS-57359
PD005627
HY-128105
CS-0095240
D2299
NS00042430
C03012
EN300-310625
T71079
Q27096830
D1N